Copper-catalyzed double N-alkenylation of amides: An efficient synthesis of di- or trisubstituted N-acylpyrroles

Xiyuan Yuan; Xiaobing Xu; Xiaobo Zhou; Jiwei Yuan; Lugen Mai; Yanzhong Li

doi:10.1021/jo062194s

Copper-catalyzed double N-alkenylation of amides: An efficient synthesis of di- or trisubstituted N-acylpyrroles

Xiyuan Yuan
, Xiaobing Xu
, Xiaobo Zhou
, Jiwei Yuan
, Lugen Mai
, Yanzhong Li^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

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

119 Scopus citations

Abstract

(Chemical Equation Presented) An efficient copper-catalyzed double alkenylation of amides with (1Z,3Z)-1,4-diiodo-1,3-dienes is reported for the first time. The reactions proceed to afford di- or trisubstituted N-acylpyrroles in good to excellent yields using CuI as the catalyst, Cs₂CO ₃ as the base, and rac-trans-N,N′-dimethylcyclohexane-1,2- diamine as the ligand.

Original language	English
Pages (from-to)	1510-1513
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	72
Issue number	4
DOIs	https://doi.org/10.1021/jo062194s
State	Published - 16 Feb 2007

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title = "Copper-catalyzed double N-alkenylation of amides: An efficient synthesis of di- or trisubstituted N-acylpyrroles",

abstract = "(Chemical Equation Presented) An efficient copper-catalyzed double alkenylation of amides with (1Z,3Z)-1,4-diiodo-1,3-dienes is reported for the first time. The reactions proceed to afford di- or trisubstituted N-acylpyrroles in good to excellent yields using CuI as the catalyst, Cs2CO 3 as the base, and rac-trans-N,N′-dimethylcyclohexane-1,2- diamine as the ligand.",

author = "Xiyuan Yuan and Xiaobing Xu and Xiaobo Zhou and Jiwei Yuan and Lugen Mai and Yanzhong Li",

year = "2007",

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T1 - Copper-catalyzed double N-alkenylation of amides

T2 - An efficient synthesis of di- or trisubstituted N-acylpyrroles

AU - Yuan, Xiyuan

AU - Xu, Xiaobing

AU - Zhou, Xiaobo

AU - Yuan, Jiwei

AU - Mai, Lugen

AU - Li, Yanzhong

PY - 2007/2/16

Y1 - 2007/2/16

N2 - (Chemical Equation Presented) An efficient copper-catalyzed double alkenylation of amides with (1Z,3Z)-1,4-diiodo-1,3-dienes is reported for the first time. The reactions proceed to afford di- or trisubstituted N-acylpyrroles in good to excellent yields using CuI as the catalyst, Cs2CO 3 as the base, and rac-trans-N,N′-dimethylcyclohexane-1,2- diamine as the ligand.

AB - (Chemical Equation Presented) An efficient copper-catalyzed double alkenylation of amides with (1Z,3Z)-1,4-diiodo-1,3-dienes is reported for the first time. The reactions proceed to afford di- or trisubstituted N-acylpyrroles in good to excellent yields using CuI as the catalyst, Cs2CO 3 as the base, and rac-trans-N,N′-dimethylcyclohexane-1,2- diamine as the ligand.

UR - https://www.scopus.com/pages/publications/33846972345

U2 - 10.1021/jo062194s

DO - 10.1021/jo062194s

M3 - 文章

AN - SCOPUS:33846972345

SN - 0022-3263

VL - 72

SP - 1510

EP - 1513

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 4

ER -

Copper-catalyzed double N-alkenylation of amides: An efficient synthesis of di- or trisubstituted N-acylpyrroles

Abstract

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