A one-pot synthesis of 1,2-disubstituted multifunctional benzimidazole derivatives starting from N-Allyl Ynamides and o-Haloanilines has been introduced. The mechanistic study suggests that the reaction proceeds via a Pd-catalyzed nucleophilic addition of N-allyl ynamides to the amino group of the o-haloanilines to form a amidine intermediate, followed by Cu-catalyzed intramolecular cyclization. The reaction could also be performed on a multi-gram scale with the same efficiency.
{"title":"Palladium/copper bimetallic system-catalyzed cascade cyclization of N-allyl Ynamides and o-haloanilines: access to multifunctional benzimidazoles","authors":"Yi-Yun Zhang, xuheng yang, Ai-Ming Wen, Fang Wang, Jian Huang, Jianfang Wang, Cheng-an Tao","doi":"10.1039/d6qo00038j","DOIUrl":"https://doi.org/10.1039/d6qo00038j","url":null,"abstract":"A one-pot synthesis of 1,2-disubstituted multifunctional benzimidazole derivatives starting from N-Allyl Ynamides and o-Haloanilines has been introduced. The mechanistic study suggests that the reaction proceeds via a Pd-catalyzed nucleophilic addition of N-allyl ynamides to the amino group of the o-haloanilines to form a amidine intermediate, followed by Cu-catalyzed intramolecular cyclization. The reaction could also be performed on a multi-gram scale with the same efficiency.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"2 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-02-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147279958","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
The influence of the aromaticity, diradical character and strain on the reactivity of Group 14 heavier 1,4-dimetallabenzenes (E = Si, Ge, Sn) has been investigated using quantum-chemical calculations. To this end, the activation reactions of small molecules (dihydrogen and acetylene) promoted by these species have been investigated. It is found that the lighter systems (E = Si and Ge) are significantly more reactive than their 1,4-distannabenzene analogue, despite the latter exhibiting a larger diradical character. According to the Activation Strain Model of reactivity, the reduced reactivity of the heaviest species is directly related to its highly bent, chair-like equilibrium geometry, which must undergo substantial deformation (in comparison with its lighter congeners) to reach the corresponding transition state geometry.
{"title":"Group 14 heavier 1,4-dimetallabenzenes: Influence of Aromaticity, Open-Shell Character and Strain on Small Molecule Activation","authors":"Daniel Gónzalez-Pinardo, Israel Fernandez","doi":"10.1039/d6qo00006a","DOIUrl":"https://doi.org/10.1039/d6qo00006a","url":null,"abstract":"The influence of the aromaticity, diradical character and strain on the reactivity of Group 14 heavier 1,4-dimetallabenzenes (E = Si, Ge, Sn) has been investigated using quantum-chemical calculations. To this end, the activation reactions of small molecules (dihydrogen and acetylene) promoted by these species have been investigated. It is found that the lighter systems (E = Si and Ge) are significantly more reactive than their 1,4-distannabenzene analogue, despite the latter exhibiting a larger diradical character. According to the Activation Strain Model of reactivity, the reduced reactivity of the heaviest species is directly related to its highly bent, chair-like equilibrium geometry, which must undergo substantial deformation (in comparison with its lighter congeners) to reach the corresponding transition state geometry.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"57 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-02-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147279540","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
This study employs density functional theory (DFT) calculations to elucidate the mechanism and alkali metal-dependent reactivity in the Ni0-catalyzed C(sp2)–F bond activation of fluoronaphthalenes, assisted by lithium acetylides. The results reveal that the energy barrier for C(sp2)–F bond activation initiated by the acetylide carbanion is 30.1 kcal mol−1, significantly higher than that (18.5 kcal mol−1) for the ethide carbanion-initiated one, due to the notably weaker nucleophilicity of the acetylide carbanion. Interestingly, the reaction between lithium acetylides and the pre-catalyst Ni0(cod)2 generates a Ni0(acetylide carbanion)-ate complex, in which high nucleophilicity is localized at the Ni0-center. Significantly, the energy barrier for C(sp2)–F bond activation catalyzed by the Ni0(acetylide carbanion)-ate complex via an inner-sphere nucleophilic aromatic substitution (SNAr) pathway is considerably lowered to 25.3 kcal mol−1. Theoretical analysis clarifies that the distinct reactivity of the ate complex stems from coordination of the acetylide carbanion to the Ni0 center, with strong Li⋯F interactions serving as a key driving force to stabilize the transition state. This work provides a comprehensive insight into transition metal-catalyzed C–F bond activation with the assistance of an acetylide carbanion, which is expected to offer a theoretical perspective for the rational design of C–F functionalization strategies.
{"title":"Theoretical investigation on the mechanism of Ni0(acetylide carbanion)-ate complex-catalyzed C(sp2)–F bond activation and the origin of the counterion effect on reactivity","authors":"Xiao-Xia You, Ling-Qi Meng, Xu Liu, Li-Li Wang, Xin-Cheng Xu, Rong-Lin Zhong, Zhong-Min Su","doi":"10.1039/d5qo01757b","DOIUrl":"https://doi.org/10.1039/d5qo01757b","url":null,"abstract":"This study employs density functional theory (DFT) calculations to elucidate the mechanism and alkali metal-dependent reactivity in the Ni<small><sup>0</sup></small>-catalyzed C(sp<small><sup>2</sup></small>)–F bond activation of fluoronaphthalenes, assisted by lithium acetylides. The results reveal that the energy barrier for C(sp<small><sup>2</sup></small>)–F bond activation initiated by the acetylide carbanion is 30.1 kcal mol<small><sup>−1</sup></small>, significantly higher than that (18.5 kcal mol<small><sup>−1</sup></small>) for the ethide carbanion-initiated one, due to the notably weaker nucleophilicity of the acetylide carbanion. Interestingly, the reaction between lithium acetylides and the pre-catalyst Ni<small><sup>0</sup></small>(cod)<small><sub>2</sub></small> generates a Ni<small><sup>0</sup></small>(acetylide carbanion)-ate complex, in which high nucleophilicity is localized at the Ni<small><sup>0</sup></small>-center. Significantly, the energy barrier for C(sp<small><sup>2</sup></small>)–F bond activation catalyzed by the Ni<small><sup>0</sup></small>(acetylide carbanion)-ate complex <em>via</em> an inner-sphere nucleophilic aromatic substitution (S<small><sub>N</sub></small>Ar) pathway is considerably lowered to 25.3 kcal mol<small><sup>−1</sup></small>. Theoretical analysis clarifies that the distinct reactivity of the ate complex stems from coordination of the acetylide carbanion to the Ni<small><sup>0</sup></small> center, with strong Li⋯F interactions serving as a key driving force to stabilize the transition state. This work provides a comprehensive insight into transition metal-catalyzed C–F bond activation with the assistance of an acetylide carbanion, which is expected to offer a theoretical perspective for the rational design of C–F functionalization strategies.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"13 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-02-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147279960","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Despite their simple 10π aromatic nature and considerable functional potential, the chemistry of 5/5-fused N-heteroaromatic systems remains underdeveloped. Herein, we report a general strategy for accessing 1H-pyrrolo[1,2-b]pyrazoles, a largely unexplored “orphan” class of heterocycles. The methodology features the generation of pyrazolium ylides followed by [3+2] cycloaddition with alkynes under mild conditions, and a subsequent oxidative aromatization step that effectively suppresses undesired ring-opening and excessive addition pathways. The substrate scope demonstrates broad functional-group tolerance and accommodates diverse substitution patterns. Combined experimental and computational studies indicate a stepwise cycloaddition mechanism, the involvement of intrinsically unstable cycloadducts, and the presence of competing pathways that render the chemoselectivity highly sensitive to subtle changes in reaction conditions. Finally, downstream derivatization highlights the utility of the 5/5-fused framework as a versatile platform for constructing more structurally complex and/or functionally enriched molecules.
{"title":"Pyrazolium-Ylide [3+2] Cycloaddition/Oxidative Aromatization for the Construction of 1H-pyrrolo[1,2-b]pyrazoles","authors":"Motohiro Yasui, Tatsuya Tsumori, Masato Morita, Shigeyuki Yamada, Tsutomu Konno","doi":"10.1039/d6qo00070c","DOIUrl":"https://doi.org/10.1039/d6qo00070c","url":null,"abstract":"Despite their simple 10π aromatic nature and considerable functional potential, the chemistry of 5/5-fused N-heteroaromatic systems remains underdeveloped. Herein, we report a general strategy for accessing 1<em>H</em>-pyrrolo[1,2-<em>b</em>]pyrazoles, a largely unexplored “orphan” class of heterocycles. The methodology features the generation of pyrazolium ylides followed by [3+2] cycloaddition with alkynes under mild conditions, and a subsequent oxidative aromatization step that effectively suppresses undesired ring-opening and excessive addition pathways. The substrate scope demonstrates broad functional-group tolerance and accommodates diverse substitution patterns. Combined experimental and computational studies indicate a stepwise cycloaddition mechanism, the involvement of intrinsically unstable cycloadducts, and the presence of competing pathways that render the chemoselectivity highly sensitive to subtle changes in reaction conditions. Finally, downstream derivatization highlights the utility of the 5/5-fused framework as a versatile platform for constructing more structurally complex and/or functionally enriched molecules.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"320 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-02-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146231043","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A Pd(PPh3)4-catalyzed regioselective C–H para allylation process was developed for the reaction of N,N-dialkylanilines with vinyl benzoxazinanones. Such transformation demonstrated a novel application of vinyl benzoxazinanone reagents, allowing for the introduction of an alkenyl group exclusively to the para position of aniline derivatives. As a result, a series of N,N-dialkylaniline derivatives with para allyl type substitutions were synthesized with excellent regioselectivities (E:Z ratio >19:1).
{"title":"Pd(PPh3)4-Catalyzed Regioselective C–H para-Allylation of N,N-Dialkylanilines using Vinyl Benzoxazinanones","authors":"Lu Pei, Xiaolin Liu, Ding-Jun Zhang, Hui-Hong Tian, Ling-Dan Zhu, Bangguo Wei","doi":"10.1039/d6qo00093b","DOIUrl":"https://doi.org/10.1039/d6qo00093b","url":null,"abstract":"A Pd(PPh3)4-catalyzed regioselective C–H para allylation process was developed for the reaction of N,N-dialkylanilines with vinyl benzoxazinanones. Such transformation demonstrated a novel application of vinyl benzoxazinanone reagents, allowing for the introduction of an alkenyl group exclusively to the para position of aniline derivatives. As a result, a series of N,N-dialkylaniline derivatives with para allyl type substitutions were synthesized with excellent regioselectivities (E:Z ratio >19:1).","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"8 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-02-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146231044","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Boryl-substituted cyclobutanes have emerged as valuable building blocks that merge the structural rigidity and strainenabled reactivity of four-membered rings with the versatile synthetic utility of organoboron chemistry. Here, the recent advances in the synthesis of boryl-substituted cyclobutanes, a class of strained, sp³-rich building blocks that combine the structural rigidity of cyclobutanes with the exceptional versatility of organoboron chemistry, have been summarized. Emphasis is placed on strategies that exploit boronate complex reactivity and 1,2-migration processes to overcome the inherent challenges associated with four-membered ring formation. Thermal, photochemical, and transition-metalcatalysed approaches are discussed, highlighting how strain-release, radical polar crossover, and σ-bond activation enable efficient and stereocontrolled cyclobutane construction. Key mechanistic insights that govern selectivity and reactivity also have been outlined across diverse platforms.2.
{"title":"Advances in the Construction of Boryl Cyclobutanes","authors":"Kanak Kanti Das, Sutapa Dey","doi":"10.1039/d6qo00008h","DOIUrl":"https://doi.org/10.1039/d6qo00008h","url":null,"abstract":"Boryl-substituted cyclobutanes have emerged as valuable building blocks that merge the structural rigidity and strainenabled reactivity of four-membered rings with the versatile synthetic utility of organoboron chemistry. Here, the recent advances in the synthesis of boryl-substituted cyclobutanes, a class of strained, sp³-rich building blocks that combine the structural rigidity of cyclobutanes with the exceptional versatility of organoboron chemistry, have been summarized. Emphasis is placed on strategies that exploit boronate complex reactivity and 1,2-migration processes to overcome the inherent challenges associated with four-membered ring formation. Thermal, photochemical, and transition-metalcatalysed approaches are discussed, highlighting how strain-release, radical polar crossover, and σ-bond activation enable efficient and stereocontrolled cyclobutane construction. Key mechanistic insights that govern selectivity and reactivity also have been outlined across diverse platforms.2.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"181 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-02-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146231042","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Shengchen Wei, Yingjie Peng, Dan Shi, Xiang-Zhao Zhu, Songhua Chen, Lili Xie, Yuanming Li
This work presents the first modular synthesis method for Acepleiadylene derivatives which were synthesized through Suzuki coupling of biphenyl compounds with acenaphthenylboronic acid 1 followed by 2,3-dichloro-5,6-dicyano-1,4benzoquinone (DDQ) oxidation. Through the control of functional blocks, the manipulation of the structure of Acepleiadylene derivatives was achieved, which in turn different photoelectric properties. Modification and π-extension of APD were accomplished at the 5, 6, 7, and 8 positions. A comprehensive investigation of their structural, photophysical, and electronic properties was studied by experiment and theoretical calculations.
{"title":"A Modular Approach toward 5,6,7,8-functionalized Acepleiadylene derivatives","authors":"Shengchen Wei, Yingjie Peng, Dan Shi, Xiang-Zhao Zhu, Songhua Chen, Lili Xie, Yuanming Li","doi":"10.1039/d5qo01765c","DOIUrl":"https://doi.org/10.1039/d5qo01765c","url":null,"abstract":"This work presents the first modular synthesis method for Acepleiadylene derivatives which were synthesized through Suzuki coupling of biphenyl compounds with acenaphthenylboronic acid 1 followed by 2,3-dichloro-5,6-dicyano-1,4benzoquinone (DDQ) oxidation. Through the control of functional blocks, the manipulation of the structure of Acepleiadylene derivatives was achieved, which in turn different photoelectric properties. Modification and π-extension of APD were accomplished at the 5, 6, 7, and 8 positions. A comprehensive investigation of their structural, photophysical, and electronic properties was studied by experiment and theoretical calculations.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"128 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-02-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146231189","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
The direct radical phosphorothiolation of alkenes/alkynes has been severely limited by the lack of practical and efficient radical phosphorothiolation reagents. Herein, we report the first synthesis of phosphorothiosulfonates as competent radical –S-P(O)(OR)₂ precursors. Under mild photoredox conditions, these reagents enable metal-free and oxidant-free phosphorothiolation/cyclization of diverse alkenes and alkynes, affording a broad range of phosphorothiolated N-heterocycles and carbocycles in good yields. This strategy offers a straightforward and general platform for the rapid installation of –S-P(O)(OR)₂ groups, significantly expanding the chemical space for radical phosphorothiolation chemistry.
{"title":"Phosphorothiosulfonates: New Radical Phosphorothiolation Reagents for Photocatalytic Cyclization of Alkenes/Alkynes","authors":"Xiang Liu, Mingyang Chen, Peng Liao, Yitai Fu, Qian Wang, Yanlong Ma, Hua Cao","doi":"10.1039/d6qo00063k","DOIUrl":"https://doi.org/10.1039/d6qo00063k","url":null,"abstract":"The direct radical phosphorothiolation of alkenes/alkynes has been severely limited by the lack of practical and efficient radical phosphorothiolation reagents. Herein, we report the first synthesis of phosphorothiosulfonates as competent radical –S-P(O)(OR)₂ precursors. Under mild photoredox conditions, these reagents enable metal-free and oxidant-free phosphorothiolation/cyclization of diverse alkenes and alkynes, affording a broad range of phosphorothiolated N-heterocycles and carbocycles in good yields. This strategy offers a straightforward and general platform for the rapid installation of –S-P(O)(OR)₂ groups, significantly expanding the chemical space for radical phosphorothiolation chemistry.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"19 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-02-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146231045","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Celia Sánchez, Juan Carlos Carretero, Ines Alonso, Nuria Rodriguez, Javier Adrio
Chemodivergent C−H annulation of aliphatic amides with maleimides has been achieved under cobalt-catalysis, enabling access to distinct (4+1) and (3+2) outcomes. These protocols, utilizing a readily available CoII catalyst, deliver a powerful strategy for the synthesis of a diverse range of spiro-γ-lactams (spiropyrrolidin-2-ones) and bicyclic pyrrolidin-2,5-diones. The combination of DFT and experimental studies provides mechanistic insight into both processes, revealing the origins of their diastereo- and chemoselectivity.
{"title":"Cobalt-Catalyzed C−H Annulation of Aliphatic Amides with Maleimides: Chemodivergent (4+1) and (3+2) Pathways","authors":"Celia Sánchez, Juan Carlos Carretero, Ines Alonso, Nuria Rodriguez, Javier Adrio","doi":"10.1039/d6qo00080k","DOIUrl":"https://doi.org/10.1039/d6qo00080k","url":null,"abstract":"Chemodivergent C−H annulation of aliphatic amides with maleimides has been achieved under cobalt-catalysis, enabling access to distinct (4+1) and (3+2) outcomes. These protocols, utilizing a readily available CoII catalyst, deliver a powerful strategy for the synthesis of a diverse range of spiro-γ-lactams (spiropyrrolidin-2-ones) and bicyclic pyrrolidin-2,5-diones. The combination of DFT and experimental studies provides mechanistic insight into both processes, revealing the origins of their diastereo- and chemoselectivity.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"32 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-02-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146261137","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Xiaoyi Deng, Hanzhuo Huang, Jun Huang, Gong Chen, Yi Liu, Jiang Weng, Wenrun Zhu
An efficient method for the remote asymmetric C–H allenylation of carbazoles with propargylic alcohols via 1,8-conjugate addition has been developed. This strategy employs aza-para-quinone methides, generated in situ from α-(4-aminophenyl) propargylic alcohols, as versatile electrophilic intermediates. With chiral phosphoric acid catalysis, a wide range of C3-allenylated carbazole derivatives were obtained in high yields with excellent enantioselectivities (23 examples, up to 93% yield and 97% ee).
{"title":"Organocatalytic enantioselective C–H allenylation of carbazoles with propargylic alcohols via remote 1,8-conjugate addition","authors":"Xiaoyi Deng, Hanzhuo Huang, Jun Huang, Gong Chen, Yi Liu, Jiang Weng, Wenrun Zhu","doi":"10.1039/d6qo00064a","DOIUrl":"https://doi.org/10.1039/d6qo00064a","url":null,"abstract":"An efficient method for the remote asymmetric C–H allenylation of carbazoles with propargylic alcohols <em>via</em> 1,8-conjugate addition has been developed. This strategy employs aza-<em>para</em>-quinone methides, generated <em>in situ</em> from α-(4-aminophenyl) propargylic alcohols, as versatile electrophilic intermediates. With chiral phosphoric acid catalysis, a wide range of C3-allenylated carbazole derivatives were obtained in high yields with excellent enantioselectivities (23 examples, up to 93% yield and 97% ee).","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"43 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-02-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146223367","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}