Stereoselective synthesis of (<i>Z</i>/<i>E</i>)-1,2-dibromoalkenes from terminal alkynes-Reference-Cited by-同舟云学术

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Stereoselective synthesis of (Z/E)-1,2-dibromoalkenes from terminal alkynes

Published:2023 Issue:15 Volume:10 Page:3903-3908
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Wang Wei-Jun¹,Wang Meng-Yue¹,Xu Wen-Hua¹,Zhao Bao-Yin¹,Zhang Hong-Xia¹,Gao Ya-Ru¹^ORCID,Guo Shi-Huan¹,Wang Yong-Qiang¹^ORCID

Affiliation:

1. Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an 710127, P. R. China

Abstract

A Ag–CH3SO3H co-catalyzed directZ-selective synthesis of 1,2-cis-dibromoalkenes from alkynes has been developed. Meanwhile, the PPh3-promotedE-selective synthesis of 1,2-trans-dibromoalkenes from alkynes is also disclosed.

Funder

National Natural Science Foundation of China

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/QO/D3QO00677H

Reference28 articles.

1. Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

2. A Remarkably Efficient Synthesis of Pure cis-Stilbenoid Hydrocarbons Using trans-Dibromoalkenes via Palladium Catalysis

3. Development and applications of highly selective palladium-catalyzed monocoupling reactions of (cyclo)alkenes and 1,3-alkadienes bearing two or three electrophilic sites and bis(enol triflates) with terminal alkynes

4. J. M. J.Williams , Preparation of Alkenes: A Practical Approach , Oxford University Press , Oxford,U.K. , 1996

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