Metal-Free Highly Regioselective 1,4-Sulfonyliodination of 1,3-Enynes

被引：8

作者：

Lv, Yunhe ^{[1
]}

Lai, Junrong ^{[1
]}

Pu, Weiya ^{[1
]}

Wang, Jin ^{[1
]}

Han, Wanru ^{[1
]}

Wang, Axue ^{[1
]}

Zhang, Mengyue ^{[1
]}

Wang, Xue ^{[1
]}

机构：

[1] Anyang Normal Univ, Coll Chem & Chem Engn, Anyang 455000, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 04期

基金：

中国国家自然科学基金;

关键词：

EFFICIENT SYNTHESIS; CONJUGATED ENYNES; NATURAL-PRODUCTS; SULFONYLATION; ALKENES; ACCESS; FUNCTIONALIZATION; HYDRAZIDES; SULFONES; ALCOHOLS;

D O I：

10.1021/acs.joc.2c02257

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, a novel, practical, and green synthetic method using readily available 1,3-enynes with sulfonyl hydrazides and I2 through tert-butyl hydroperoxide (TBHP)-mediated 1,4sulfonyliodination has been developed for synthesizing various tetrasubstituted allenyl iodides under metal-free conditions. Notably, the proposed method exhibits a broad substrate scope, operational simplicity, tolerance to air, high functional-group tolerance, satisfactory yields, and excellent regioselectivity as well as involves the use of cost-effective reagents such as green oxidants.

引用

页码：2034 / 2045

页数：12

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