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乙烯基类似物的卡泰拉尼反应:一项计算与实验相结合的研究。

The vinylogous Catellani reaction: a combined computational and experimental study.

作者信息

Yamamoto Y, Murayama T, Jiang J, Yasui T, Shibuya M

机构信息

Department of Basic Medicinal Sciences , Graduate School of Pharmaceutical Sciences , Nagoya University , Chikusa , Nagoya 464-8601 , Japan . Email:

出版信息

Chem Sci. 2017 Nov 30;9(5):1191-1199. doi: 10.1039/c7sc04265e. eCollection 2018 Feb 7.

Abstract

In the presence of 5 mol% Pd(OAc), 1 equiv. of norbornene, and KCO, the reaction of 4-iodo-2-quinolones with tertiary -bromobenzylic alcohols produced the desired benzopyran-fused 2-quinolones in moderate to high yields. A Catellani-type mechanism involving vinylic C-H cleavage is proposed based on the results of control experiments and density functional theory calculations.

摘要

在5 mol%醋酸钯、1当量降冰片烯和碳酸钾存在下,4-碘-2-喹诺酮与叔溴代苄醇反应,以中等至高产率生成所需的苯并吡喃稠合2-喹诺酮。基于对照实验结果和密度泛函理论计算,提出了一种涉及乙烯基C-H裂解的卡泰拉尼型机理。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6e97/5885779/55dafc89d40d/c7sc04265e-s1.jpg

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