Metal-free synthesis of sulfonylated amides through radical aryl migration-desulfonylation

Jiang Kai Qiu; Wen Juan Hao; Li Fang Kong; Wei Ping; Shu Jiang Tu; Bo Jiang

doi:10.1016/j.tetlet.2016.04.073

Metal-free synthesis of sulfonylated amides through radical aryl migration-desulfonylation

Jiang Kai Qiu, Wen Juan Hao, Li Fang Kong, Wei Ping, Shu Jiang Tu, Bo Jiang

COLLEGE OF BIOTECHNOLOGY AND PHARMACEUTICAL ENGINEERING

Research output: Contribution to journal › Article › peer-review

24 Scopus citations

Abstract

A metal-free arylsulfonyl radical-triggered desulfonylation of N-aryl-N-arylsulfonyl-acrylamides under mild conditions for the facile synthesis of a series of sulfonylated amides has been described. The radical transformation simultaneously installs C-S and C-C bonds with concomitant cleavage of N-S and C-S bonds through continuous 5-exo-trig cyclization, desulfonylation, and aryl migration sequence.

Original language	English
Pages (from-to)	2414-2417
Number of pages	4
Journal	Tetrahedron Letters
Volume	57
Issue number	22
DOIs	https://doi.org/10.1016/j.tetlet.2016.04.073
State	Published - 1 Jun 2016

Keywords

Desulfonylation
Metal-free synthesis
Sulfonylated amides

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10.1016/j.tetlet.2016.04.073

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title = "Metal-free synthesis of sulfonylated amides through radical aryl migration-desulfonylation",

abstract = "A metal-free arylsulfonyl radical-triggered desulfonylation of N-aryl-N-arylsulfonyl-acrylamides under mild conditions for the facile synthesis of a series of sulfonylated amides has been described. The radical transformation simultaneously installs C-S and C-C bonds with concomitant cleavage of N-S and C-S bonds through continuous 5-exo-trig cyclization, desulfonylation, and aryl migration sequence.",

keywords = "Desulfonylation, Metal-free synthesis, Sulfonylated amides",

author = "Qiu, {Jiang Kai} and Hao, {Wen Juan} and Kong, {Li Fang} and Wei Ping and Tu, {Shu Jiang} and Bo Jiang",

year = "2016",

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doi = "10.1016/j.tetlet.2016.04.073",

language = "英语",

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T1 - Metal-free synthesis of sulfonylated amides through radical aryl migration-desulfonylation

AU - Qiu, Jiang Kai

AU - Hao, Wen Juan

AU - Kong, Li Fang

AU - Ping, Wei

AU - Tu, Shu Jiang

AU - Jiang, Bo

PY - 2016/6/1

Y1 - 2016/6/1

N2 - A metal-free arylsulfonyl radical-triggered desulfonylation of N-aryl-N-arylsulfonyl-acrylamides under mild conditions for the facile synthesis of a series of sulfonylated amides has been described. The radical transformation simultaneously installs C-S and C-C bonds with concomitant cleavage of N-S and C-S bonds through continuous 5-exo-trig cyclization, desulfonylation, and aryl migration sequence.

AB - A metal-free arylsulfonyl radical-triggered desulfonylation of N-aryl-N-arylsulfonyl-acrylamides under mild conditions for the facile synthesis of a series of sulfonylated amides has been described. The radical transformation simultaneously installs C-S and C-C bonds with concomitant cleavage of N-S and C-S bonds through continuous 5-exo-trig cyclization, desulfonylation, and aryl migration sequence.

KW - Desulfonylation

KW - Metal-free synthesis

KW - Sulfonylated amides

UR - http://www.scopus.com/inward/record.url?scp=84964838181&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2016.04.073

DO - 10.1016/j.tetlet.2016.04.073

M3 - 文章

AN - SCOPUS:84964838181

SN - 0040-4039

VL - 57

SP - 2414

EP - 2417

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 22

ER -

Metal-free synthesis of sulfonylated amides through radical aryl migration-desulfonylation

Abstract

Keywords

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