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Rh(III)‐Catalyzed [3+2] Annulation and C−H Alkenylation of Indoles with 1,3‐Diynes by C−H Activation
Author(s) -
Kumar Sanjeev,
Nunewar Saiprasad,
Usama Khan Mohammad,
Kanchupalli Vinaykumar
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202100212
Subject(s) - chemistry , annulation , catalysis , combinatorial chemistry , olefin fiber , stereochemistry , functional group , organic chemistry , polymer
Described herein is the Rh(III)‐ catalyzed [3+2] annulations and C2‐alkenylations of indoles with 1,3‐diynes, which deliver the synthetically important 3 H ‐pyrrolo[1,2‐ a ]indol‐3‐ones and highly functionalized tetrasubstituted olefin derivatives. Importantly, in this methodology, the additive controlled selective formation of desired scaffolds. This synthetic strategy exhibits high efficiency and broad functional group compatibility. Furthermore, this protocol has been successfully extended to the synthesis of bis‐annulated and trisubstituted alkenes. The method is also smoothly applied for the synthesis of the core structure of protein kinase C inhibitor and melatonin analogues.