Difunctionalization of Alkynones by Base-Mediated Reaction with α,α-Dithioketones

Yajie Yang; Lu Cheng; Mengdan Wang; Liqiang Yin; Ye Feng; Chengyu Wang; Yanzhong Li

doi:10.1021/acs.orglett.1c01640

Difunctionalization of Alkynones by Base-Mediated Reaction with α,α-Dithioketones

Yajie Yang
, Lu Cheng
, Mengdan Wang
, Liqiang Yin
, Ye Feng
, Chengyu Wang^*
, Yanzhong Li^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University
Linyi University

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

7 Scopus citations

Abstract

A novel 1,2-difunctionalization of alkynones via an umpolung strategy for the synthesis of tetrasubstituted olefins has been developed. This procedure is realized by a formal C-C σ-bond cleavage reaction of cyclic α,α-dithioketones and subsequent deprotection. Notable features of this approach include excellent yields, mild reaction conditions, a broad substrate scope, and operational simplicity.

Original language	English
Pages (from-to)	5339-5343
Number of pages	5
Journal	Organic Letters
Volume	23
Issue number	14
DOIs	https://doi.org/10.1021/acs.orglett.1c01640
State	Published - 16 Jul 2021

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title = "Difunctionalization of Alkynones by Base-Mediated Reaction with α,α-Dithioketones",

abstract = "A novel 1,2-difunctionalization of alkynones via an umpolung strategy for the synthesis of tetrasubstituted olefins has been developed. This procedure is realized by a formal C-C σ-bond cleavage reaction of cyclic α,α-dithioketones and subsequent deprotection. Notable features of this approach include excellent yields, mild reaction conditions, a broad substrate scope, and operational simplicity.",

author = "Yajie Yang and Lu Cheng and Mengdan Wang and Liqiang Yin and Ye Feng and Chengyu Wang and Yanzhong Li",

note = "Publisher Copyright: {\textcopyright} 2021 American Chemical Society.",

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T1 - Difunctionalization of Alkynones by Base-Mediated Reaction with α,α-Dithioketones

AU - Yang, Yajie

AU - Cheng, Lu

AU - Wang, Mengdan

AU - Yin, Liqiang

AU - Feng, Ye

AU - Wang, Chengyu

AU - Li, Yanzhong

PY - 2021/7/16

Y1 - 2021/7/16

N2 - A novel 1,2-difunctionalization of alkynones via an umpolung strategy for the synthesis of tetrasubstituted olefins has been developed. This procedure is realized by a formal C-C σ-bond cleavage reaction of cyclic α,α-dithioketones and subsequent deprotection. Notable features of this approach include excellent yields, mild reaction conditions, a broad substrate scope, and operational simplicity.

AB - A novel 1,2-difunctionalization of alkynones via an umpolung strategy for the synthesis of tetrasubstituted olefins has been developed. This procedure is realized by a formal C-C σ-bond cleavage reaction of cyclic α,α-dithioketones and subsequent deprotection. Notable features of this approach include excellent yields, mild reaction conditions, a broad substrate scope, and operational simplicity.

UR - https://www.scopus.com/pages/publications/85110951932

U2 - 10.1021/acs.orglett.1c01640

DO - 10.1021/acs.orglett.1c01640

M3 - 文章

C2 - 34228461

AN - SCOPUS:85110951932

SN - 1523-7060

VL - 23

SP - 5339

EP - 5343

JO - Organic Letters

JF - Organic Letters

IS - 14

ER -

Difunctionalization of Alkynones by Base-Mediated Reaction with α,α-Dithioketones

Abstract

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