Abstract
AbstractThe synthesis of monosubstituted tetrahydrocarbazoles is achieved via the palladium-catalyzed formal [4+2] cycloaddition of 2-alkyl-3-indolylmethyl carbonates and monosubstituted olefins. The transformation demonstrates an unusual C(sp3)–H activation enabled by (η3-indolylmethyl)palladium complexes. The regioselectivity is found to be dependent on the nature of the substituent across the olefin component. Elaborate mechanistic studies are performed, and the synthetic utility of the products is also demonstrated.
Funder
Indian Institute of Science Education and Research Mohali
Department of Science and Technology, Ministry of Science and Technology, India
Science and Engineering Research Board
Royal Society of Chemistry
Subject
Organic Chemistry,Catalysis
Cited by
2 articles.
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