A general and practical sulfonylation of benzylic ammonium salts with sulfonyl hydrazides for the synthesis of sulfones

被引：12

作者：

Zhu, Haibo ^{[1
]}

Zhang, Yingying ^{[1
]}

Liu, Yishuai ^{[1
]}

Yang, Liu ^{[1
]}

Xie, Zongbo ^{[1
]}

Jiang, Guofang ^{[1
]}

Le, Zhang-Gao ^{[1
]}

机构：

[1] East China Univ Technol, Sch Chem Biol & Mat Sci, Nanchang 330013, Jiangxi, Peoples R China

来源：

TETRAHEDRON LETTERS | 2020年 / 61卷 / 24期

基金：

中国国家自然科学基金;

关键词：

Sulfones; C-N cleavage; C-S formation; Transition-metal-free; UNSYMMETRICAL DIARYL SULFONES; CATALYZED ELECTROPHILIC AMINATION; S BOND FORMATION; BORONIC ACIDS; ARYL HALIDES; STEREOSELECTIVE-SYNTHESIS; COUPLING REACTION; CROSS-COUPLINGS; SULFUR-DIOXIDE; ALKYL-HALIDES;

D O I：

10.1016/j.tetlet.2020.151975

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A practical and efficient approach adopting transition-metal-free cross-coupling of sulfonyl hydrazides with benzyl ammonium salts has been developed to synthesize benzyl sulfones using Cs2CO3 as base under mild conditions. The protocol employs stable and easy to handle coupling partners, and is endowed with good substrate compatibility, leading to functional benzyl sulfones in good yields. (C) 2020 Elsevier Ltd. All rights reserved.

引用

页数：5

共 40 条

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[2] Dual roles of sulfonyl hydrazides in the catalyst-free sulfonylation of unsaturated benzylic alcohols in water
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[3] Electrochemical sulfonylation of alkenes with sulfonyl hydrazides: a metal- and oxidant-free protocol for the synthesis of (E)-vinyl sulfones in water
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[6] Oxidative Sulfonylation of Multiple Carbon-Carbon bonds with Sulfonyl Hydrazides, Sulfinic Acids and their Salts
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[8] A Sulfonylation Reaction: Direct Synthesis of 2-Sulfonylindoles from Sulfonyl Hydrazides and Indoles
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[9] One-pot synthesis of sulfones via Ni(II)-catalyzed sulfonylation of boronic acids, Na2S2O5 and benzylic ammonium salts
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[10] A practical synthesis of aryl sulfones via cross-coupling of sulfonyl hydrazides with aryltriazenes using copper/ionic liquid combination
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