Palladium-Catalyzed Dehydrative Cross Couplings of Stabilized Phosphorus Ylides with Allylic Alcohols

doi:10.6023/cjoc201812051

Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (3): 830-835.DOI: 10.6023/cjoc201812051 Previous Articles Next Articles

Special Issue: 碳氢活化合辑2018-2019；元素有机化学合辑2018-2019

Notes

钯催化下稳定磷叶立德与烯丙基醇的脱水偶联反应

马献涛^a, 于静^a, 马瑞甜^a, 燕然^a, 张振雷^a,b

a 信阳师范学院化学化工学院信阳 464000;
b 阜阳师范学院化学与材料工程学院阜阳 236037

收稿日期:2018-12-31 修回日期:2019-01-27 发布日期:2019-02-22
通讯作者: 马献涛, 张振雷 E-mail:xiantaoma@126.com;helenken@mail.ustc.edu.cn
基金资助:
河南省高等学校重点科研项目（No.19B150018）、信阳师范学院“南湖学者奖励计划”青年项目和信阳师范学院青年骨干教师资助计划（No.2018GGJS-05）资助项目.

Palladium-Catalyzed Dehydrative Cross Couplings of Stabilized Phosphorus Ylides with Allylic Alcohols

Ma Xiantao^a, Yu Jing^a, Ma Ruitian^a, Yan Ran^a, Zhang Zhenlei^a,b

a College of Chemistry and Chemical Engineering, Xinyang Normal University, Xinyang 464000;
b School of Chemistry and Material Engineering, Fuyang Normal University, Fuyang 236037

Received:2018-12-31 Revised:2019-01-27 Published:2019-02-22
Contact: 10.6023/cjoc201812051 E-mail:xiantaoma@126.com;helenken@mail.ustc.edu.cn
Supported by:
Project supported by the Scientific Research Project of Henan Province (No. 19B150018), the Nanhu Scholars Program for Young Scholars of Xinyang Normal University and the Young Core Instructor Program of Xinyang Normal University (No. 2018GGJS-05).

1. Palladium-Catalyzed Dehydrative Cross Couplings of Stabilized Phosphorus Ylides with Allylic Alcohols.PDF(1523KB)

Abstract

A dehydrative cross coupling of ketone-stabilized phosphorus ylides with the readily available allylic alcohols followed by an one-pot Wittig reaction is developed. A range of functional 1,4-dienes could be obtained in 52%~95% isolated yields in the presence of 5 mol% Pd(PPh₃) ₄ and 20 mol% B(OH) ₃. The same method can be extended to ester or nitrile-stabi-lized phosphorus ylides, affording the corresponding 1,4-dienes in moderate yields.

Key words: stabilized phosphorus ylides, allylic alcohols, dehydrative cross couplings, palladium catalysis

Cite this article

Ma Xiantao, Yu Jing, Ma Ruitian, Yan Ran, Zhang Zhenlei. Palladium-Catalyzed Dehydrative Cross Couplings of Stabilized Phosphorus Ylides with Allylic Alcohols[J]. Chin. J. Org. Chem., 2019, 39(3): 830-835.

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钯催化下稳定磷叶立德与烯丙基醇的脱水偶联反应

Palladium-Catalyzed Dehydrative Cross Couplings of Stabilized Phosphorus Ylides with Allylic Alcohols

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