Palladium‐Catalyzed Carbonylative Transformation for the Synthesis of Tetracyclic Indoline Thioesters

Palladium‐catalyzed thioesterification of (aza)indole‐tethered aryl iodides, Mo(CO)6, and sulfonyl chlorides is reported. A series of C2 thioester‐group substituted indoline‐fused ring compounds are constructed by an intramolecular Heck cyclization and carbonylation chemistry involving N‐(2‐iodobenz...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2024-08, Vol.366 (15), p.3367-3371
Main Authors: Li, Ming, Zhao, Guo‐Xiao, Xu, Shanmei, Miao, Dong‐Yu, Li, Shun‐Xi, Qiu, Yi‐Feng, Chen, Dong‐Ping, Quan, Zheng‐Jun, Wang, Xi‐Cun, Liang, Yong‐Min
Format: Article
Language:English
Subjects:
Carbon monoxide
Carbonylation
Carbonyls
Chemical synthesis
Condensed ring dearomatization
Cyclic compounds
Functional groups
Heck reaction
Palladium
Thioester compounds
Thioesterification
Thioesters
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Summary:Palladium‐catalyzed thioesterification of (aza)indole‐tethered aryl iodides, Mo(CO)6, and sulfonyl chlorides is reported. A series of C2 thioester‐group substituted indoline‐fused ring compounds are constructed by an intramolecular Heck cyclization and carbonylation chemistry involving N‐(2‐iodobenzoyl)indole. The salient features of this three‐component cascade sequence include the use of solid Mo(CO)6 as the carbon monoxide source and good functional group tolerance.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202400187