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钯催化1,1 - 二溴烯烃、氯乙烯基锌与软亲核试剂的三组分偶联反应：1,3 - 二取代丙二烯的一锅法合成

Palladium-Catalyzed Three-Component Coupling of 1,1-Dibromoalkenes, Vinylzinc Chloride, and Soft Nucleophiles: One-Pot Synthesis of 1,3-Disubstituted Allenes.

作者信息

Sawano Eri, Ogasawara Masamichi

机构信息

Department of Natural Science, Graduate School of Science and Technology and Research Cluster on "Innovative Chemical Sensing", Tokushima University, Tokushima 770-8506, Japan.

Graduate School of Life Science, Hokkaido University, Kita-ku, Sapporo 001-0021, Japan.

出版信息

ACS Omega. 2019 Nov 8;4(21):19499-19504. doi: 10.1021/acsomega.9b03444. eCollection 2019 Nov 19.

DOI:10.1021/acsomega.9b03444
PMID:31763575
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6868900/
Abstract

The three-component coupling reaction of 1,1-dibromoalkenes , vinylzinc chloride , and carbon soft nucleophiles was realized in the presence of the catalytic palladium/Xantphos species, and 1,3-disubstituted allenic products were obtained in yields of up to 77%. The successive two palladium-catalyzed processes, namely the cross-coupling reaction and the allylic substitution, assembled from the easily accessible starting compounds.

摘要

在催化钯/联二萘酚膦物种存在下实现了1,1-二溴烯烃、乙烯基氯化锌和碳软亲核试剂的三组分偶联反应，得到了产率高达77%的1,3-二取代丙二烯产物。由易于获得的起始化合物组装而成的连续两个钯催化过程，即交叉偶联反应和烯丙基取代反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/050d/6868900/6622ebc9fea5/ao9b03444_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/050d/6868900/a0d00b5697b9/ao9b03444_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/050d/6868900/2747cabe245c/ao9b03444_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/050d/6868900/f515797958dd/ao9b03444_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/050d/6868900/6622ebc9fea5/ao9b03444_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/050d/6868900/a0d00b5697b9/ao9b03444_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/050d/6868900/2747cabe245c/ao9b03444_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/050d/6868900/f515797958dd/ao9b03444_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/050d/6868900/6622ebc9fea5/ao9b03444_0006.jpg

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本文引用的文献

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