通过磺酰基引发的加成/6-外显环化，1,7-炔的新级联卤化成3,4-二氢喹啉-2(1H)- 1

IF 4.2 2区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Chemical Communications Pub Date : 2015-12-11 DOI:10.1039/C5CC08895J

Yi-Long Zhu, Bo Jiang, Wen-Juan Hao, Ai-Fang Wang, Jiang-Kai Qiu, Ping Wei, De-Cai Wang, Guigen Li and Shu-Jiang Tu

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引用次数: 86

摘要

以易于获得的芳基磺酰肼和NIS(或NBS)为原料，建立了一种新的1,7-炔级联三组分卤代磺化反应，可高效合成密集功能化的3,4-二氢喹啉-2(1H)- 1。该反应途径包括情景生成的磺酰基自由基触发的α、β共轭加成/6-外显式环化/自由基偶联序列，导致C-S、C-C和C-I(或C-Br)键连续多个成键事件，快速建立分子复杂性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

A new cascade halosulfonylation of 1,7-enynes toward 3,4-dihydroquinolin-2(1H)-ones via sulfonyl radical-triggered addition/6-exo-dig cyclization†

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A new cascade halosulfonylation of 1,7-enynes toward 3,4-dihydroquinolin-2(1H)-ones via sulfonyl radical-triggered addition/6-exo-dig cyclization†

A new cascade three-component halosulfonylation of 1,7-enynes for efficient synthesis of densely functionalized 3,4-dihydroquinolin-2(1H)-ones has been established from readily accessible arylsulfonyl hydrazides and NIS (or NBS). The reaction pathway involves in situ-generated sulfonyl radical-triggered α,β-conjugated addition/6-exo-dig cyclization/radical coupling sequence, resulting in continuous multiple bond-forming events including C–S, C–C and C–I (or C–Br) bonds to rapidly build up molecular complexity.

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来源期刊

Chemical Communications 化学-化学综合

CiteScore

8.60

自引率

4.10%

发文量

2705

审稿时长

1.4 months

期刊介绍： ChemComm (Chemical Communications) is renowned as the fastest publisher of articles providing information on new avenues of research, drawn from all the world''s major areas of chemical research.