Phosphine-Catalyzed Domino [3+3] Cyclization of para-Quinamines with Morita-Baylis-Hillman Carbonates: Access to Hydroquinoline Derivatives

Phosphine-Catalyzed Domino [3+3] Cyclization of para-Quinamines with Morita-Baylis-Hillman Carbonates: Access to Hydroquinoline Derivatives
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膦催化的 Domino [3 3] 用 Morita-Baylis-Hillman 碳酸盐环化对奎胺:获得氢喹啉衍生物

DOI:
10.1021/acs.orglett.9b00834
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发表时间:
2019-04-19
期刊:
影响因子:
5.2
通讯作者:
Huang, You
Huang, You
中科院分区:
化学1区
文献类型:
--
作者:
Jin, Hongxing;Lai, Jingxiong;Huang, You

文献摘要

被引文献

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发现了一种膦催化的对喹啉与HCHO morta - baylis - hillman (MBH)碳酸盐之间的[3 + 3]环化策略,以中高收率和优异的非对映选择性获得了一系列高功能化的对苯二酚衍生物。此外,还讨论了机理见解、克级实验和产物的合成操作。
A phosphine-catalyzed [3 + 3] cyclization strategy between para-quinamines and HCHO Morita-Baylis-Hillman (MBH) carbonates was discovered, delivering a series of highly functionalized hydroquinoline derivatives in moderate to good yields and excellent diastereoselectivity. Moreover, mechanistic insights, gram-scale experiments, and synthetic manipulations of the products were also discussed.