α-Chloroketones enabled Rh(III)-catalyzed enantioselective C–H [4+2] annulation of sulfoximines under mild and redox-neutral conditions

Green Synthesis and Catalysis Pub Date : 2025-08-01 Epub Date: 2024-05-18 DOI:10.1016/j.gresc.2024.05.004
Qingwei Song , Wenhao Wu , Weijie Chen, Hui Gao, Zhi Zhou, Zhongyi Zeng, Wei Yi
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Abstract

Taking advantage of facilely available α-chloroketones as C(sp3)-based electrophilic partners and oxidized alkyne equivalents, we here present a novel CpxRh(III)-catalyzed enantioselective C–H [4 ​+ ​2] annulation of sulfoximines under mild and redox-neutral conditions to access S-chiral 1,2-benzothiazines. It represents the first example of such C(sp3)-electrophiles enabling enantioselective C–H functionalization.

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在温和的氧化还原中性条件下,Rh(III)催化的α-氯酮对硫代亚胺进行对映选择性 C-H [4+2] 环化反应
利用易于获得的α-氯酮作为C(sp3)基的亲电伙伴和氧化炔的等价物,我们在温和和氧化还原中性的条件下,提出了一种新的CpxRh(III)催化的亚砜亚胺的对映选择性C - h[4 + 2]环化反应,以获得s -手性1,2-苯并噻吩。它是C(sp3)-亲电试剂实现对映选择性C - h功能化的第一个例子。
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