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Palladium-Catalyzed Heck Cyclization with P(O)H Compounds to Construct Phosphinonyl-Azaindoline and -Azaoxindole Derivatives

We report herein a concise method for the construction of phosphinonyl-azaindoline and -azaoxindole derivatives via a palladium-catalyzed cascade cyclization with P­(O)H compounds. Various H-phosphonates, H-phosphinates, and aromatic secondary phosphine oxides are all tolerated under the reaction co...

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Bibliographic Details
Published in:Journal of organic chemistry 2023-07, Vol.88 (14), p.9843-9852
Main Authors: Pan, Yi-Yun, Zhu, Xi-Wei, Shi, Lei, Jiang, Guomin, Wu, Xin-Xing
Format: Article
Language:English
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Summary:We report herein a concise method for the construction of phosphinonyl-azaindoline and -azaoxindole derivatives via a palladium-catalyzed cascade cyclization with P­(O)H compounds. Various H-phosphonates, H-phosphinates, and aromatic secondary phosphine oxides are all tolerated under the reaction conditions. Furthermore, the phosphinonyl-azaindoline isomer families such as 7-, 5-, and 4-azaindolines could be synthesized in moderate to good yields.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.3c00521