Published July 2019 | Version v1
Journal article

Copper-catalyzed 1,1-difunctionalization of terminal alkynes: a three-component reaction for the construction of vinyl sulfones

  • 1. Collaborative Innovation Center of Suzhou Nano Science and Technology & School of Chemistry and Materials Science in University of Science and Technology of China, Hefei National Laboratory for Physical Sciences at Microscale, CAS Key Laboratory of Soft Matter Chemistry & Center for Excellence in Molecular Synthesis of Chinese Academy of Sciences (China)

Description

A copper-catalyzed 1,1-difunctionalization of terminal alkynes was achieved via a three-component reaction, providing a variety of vinyl sulfones with good yields and excellent chemo- and stereoselectivity. Preliminary mechanistic studies indicated that the reaction probably underwent a Cu-catalyzed formal C–H insertion to produce an allene intermediate, which was then trapped by a sulfonyl anion to give the corresponding product.

Additional details

Identifiers

Publishing Information

Journal Title
Science China. Chemistry (Print)
Journal Volume
62
Journal Issue
7
Journal Page Range
p. 904-908
ISSN
1674-7291

INIS

Country of Publication
China
Country of Input or Organization
International Atomic Energy Agency (IAEA)
INIS RN
54120083
Subject category
S37: INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY;
Descriptors DEI
ALKYNES; ALLENE; ANIONS; COPPER; SULFONES
Descriptors DEC
CHARGED PARTICLES; DIENES; ELEMENTS; HYDROCARBONS; IONS; METALS; ORGANIC COMPOUNDS; ORGANIC SULFUR COMPOUNDS; POLYENES; TRANSITION ELEMENTS

Optional Information

Copyright
Copyright (c) 2019 Science China Press and Springer-Verlag GmbH Germany, part of Springer Nature