Copper-catalyzed three-component synthesis of 3-Aminopyrazoles and 4-iminopyrimidines via β-alkynyl-N-sulfonyl ketenimine intermediates

Yanpeng Xing; Binyu Cheng; Jing Wang; Ping Lu; Yanguang Wang

doi:10.1021/ol502302w

Copper-catalyzed three-component synthesis of 3-Aminopyrazoles and 4-iminopyrimidines via β-alkynyl-N-sulfonyl ketenimine intermediates

Yanpeng Xing
, Binyu Cheng
, Jing Wang
, Ping Lu^*
, Yanguang Wang

^*Corresponding author for this work

Zhejiang University

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

45 Citations (Scopus)

Abstract

3-Aminopyrazoles and 4-iminopyrimidines were efficiently prepared via copper-catalyzed three-component reactions of butadiynes, sulfonylazides, and hydrazides or imidamides. The reactions were regioselectively approached via the formation of a β-alkynyl-N-sulfonyl ketenimine intermediate which represented a new and effective 1,3-dielectrophilic equivalent in organic synthesis.

Original language	English
Pages (from-to)	4814-4817
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	18
DOIs	https://doi.org/10.1021/ol502302w
Publication status	Published - 19 Sept 2014
Externally published	Yes

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10.1021/ol502302w

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title = "Copper-catalyzed three-component synthesis of 3-Aminopyrazoles and 4-iminopyrimidines via β-alkynyl-N-sulfonyl ketenimine intermediates",

abstract = "3-Aminopyrazoles and 4-iminopyrimidines were efficiently prepared via copper-catalyzed three-component reactions of butadiynes, sulfonylazides, and hydrazides or imidamides. The reactions were regioselectively approached via the formation of a β-alkynyl-N-sulfonyl ketenimine intermediate which represented a new and effective 1,3-dielectrophilic equivalent in organic synthesis.",

author = "Yanpeng Xing and Binyu Cheng and Jing Wang and Ping Lu and Yanguang Wang",

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T1 - Copper-catalyzed three-component synthesis of 3-Aminopyrazoles and 4-iminopyrimidines via β-alkynyl-N-sulfonyl ketenimine intermediates

AU - Xing, Yanpeng

AU - Cheng, Binyu

AU - Wang, Jing

AU - Lu, Ping

AU - Wang, Yanguang

PY - 2014/9/19

Y1 - 2014/9/19

N2 - 3-Aminopyrazoles and 4-iminopyrimidines were efficiently prepared via copper-catalyzed three-component reactions of butadiynes, sulfonylazides, and hydrazides or imidamides. The reactions were regioselectively approached via the formation of a β-alkynyl-N-sulfonyl ketenimine intermediate which represented a new and effective 1,3-dielectrophilic equivalent in organic synthesis.

AB - 3-Aminopyrazoles and 4-iminopyrimidines were efficiently prepared via copper-catalyzed three-component reactions of butadiynes, sulfonylazides, and hydrazides or imidamides. The reactions were regioselectively approached via the formation of a β-alkynyl-N-sulfonyl ketenimine intermediate which represented a new and effective 1,3-dielectrophilic equivalent in organic synthesis.

UR - https://www.scopus.com/pages/publications/84927647422

U2 - 10.1021/ol502302w

DO - 10.1021/ol502302w

M3 - Article

AN - SCOPUS:84927647422

SN - 1523-7060

VL - 16

SP - 4814

EP - 4817

JO - Organic Letters

JF - Organic Letters

IS - 18

ER -

Copper-catalyzed three-component synthesis of 3-Aminopyrazoles and 4-iminopyrimidines via β-alkynyl-N-sulfonyl ketenimine intermediates

Abstract

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