Selective Access to 2-Phenylquinazolin-4(3H)-ones and 2,3-Dihydroquinazolin-4(1H)-ones from Same Precursors in Organic Salts Derived DES

IF 2.5 3区 化学 Q2 CHEMISTRY, ORGANIC European Journal of Organic Chemistry Pub Date : 2024-10-16 DOI:10.1002/ejoc.202400789
Bidyutjyoti Dutta, Ramyata Priyam Borah, Lahoucine Bahsis, Apurba Dutta, Bipul Sarma, Kuldeep Singh, Arvind Kumar, Diganta Sarma
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Abstract

A binary mixture of organic salts, also known as ionic liquids, [C12mim][Br]:[MPIM][HCOO] denoted as BmIL1 has been ex-plored as bifunctional catalyst for the selective synthesis of 2 -phenylquinazolin-4(3H)-ones and 2,3-dihydroquinazolin-(1H)-ones from same precursors under metal, ligand and additive free conditions. The methodology has been extended to the synthesis of 2-phenylquinazolin-4(3H)-ones via another pathway from different precursors under the same catalytic system. Greener synthesis of existing drugs reestablished the multifunctionality of BmIL1. Gram scale synthesis of both the products, DFT calculations and sc-XRD data add significance to the developed protocol. Moreover, high atom economy and eco-scale values justify the sustainability of the methodology.
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从有机盐衍生 DES 中的相同前体选择性获得 2-苯基喹唑啉-4(3H)-酮和 2,3-二氢喹唑啉-4(1H)-酮
一种有机盐(也称为离子液体)的二元混合物[C12mim][Br]:[MPIM][HCOO](表示为 BmIL1)已被用作双功能催化剂,在无金属、配体和添加剂的条件下从相同的前体中选择性合成 2-苯基喹唑啉-4(3H)-酮和 2,3-二氢喹唑啉-(1H)-酮。该方法已扩展到在同一催化系统下,通过另一种途径从不同的前体合成 2-苯基喹唑啉-4(3H)-酮。现有药物的绿色合成再次证明了 BmIL1 的多功能性。两种产物的克级合成、DFT 计算和 sc-XRD 数据为所开发的方案增添了重要意义。此外,高原子经济性和生态规模值证明了该方法的可持续性。
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来源期刊
CiteScore
5.40
自引率
3.60%
发文量
752
审稿时长
1 months
期刊介绍: The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.
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