Synthesis of polysubstituted cyclopenta[b]indoles via relay gold(I)/Brønsted acid catalysis
Seema Dhiman1, S S V Ramasastry
1Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER) Mohali, Sector 81, Manuali PO, S. A. S. Nagar, Punjab 140306, India. ramsastry@iisermohali.ac.in.
Abstract:
An efficient relay catalytic process involving Au(i)/Brønsted acid to access various polysubstituted cyclopentannulated indoles from easily accessible 1-(2-aminophenyl)prop-2-ynols and readily available 1,3-dicarbonyls has been developed. In an unprecedented event, the intermediate 2-indolylmethyl cations undergo the cation-Ene reaction with various 1,3-dicarbonyls followed by an intramolecular Friedel-Crafts-type reaction generating functionalized cyclopenta[b]indoles.
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