A green approach for the regio- and stereo-selective syntheses of (Z)-3-methyleneisoindoline-1-ones in aqueous medium

被引：20

作者：

Chatterjee, Nivedita ^{[1
]}

Sarkar, Swarbhanu ^{[1
]}

Pal, Rammyani ^{[1
]}

Sen, Asish Kumar ^{[1
]}

机构：

[1] CSIR Indian Inst Chem Biol, Div Chem, Kolkata 700032, India

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 29期

关键词：

(Z)-3-Methyleneisoindoline-1-one; Cu-free Sonogashira; 2-(Phenylcarbamoyl)phenyl-1-H-imidazole-1-sulfonates; 5-Exo-dig cyclization; Sonication; Aqueous medium; ONE-POT SYNTHESIS; COPPER-FREE; HIGHLY REGIO; SONOGASHIRA; EFFICIENT; WATER; DERIVATIVES; HETEROANNULATION; COUPLINGS; PROFILE;

D O I：

10.1016/j.tetlet.2013.05.004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A high yielding novel methodology was developed for the regio- and stereo-selective syntheses of (Z)-3-methyleneisoindoline-1-ones from substituted 2-phenylethynyl benzamides, generated in situ from 2(phenylcarbamoyl)phenyl-1-H-imidazole-1-sulfonates and corresponding alkyne by Cu-free Sonogashira cross-coupling-5-exo-dig-cyclization in aqueous medium under sonication. The compound could easily be purified by recrystallization from EtOAc without column chromatography. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：3748 / 3751

页数：4

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