Abstract
An efficient copper-catalyzed synthesis of 3-(trifluoromethyl)pyrrolo[2,1-a]isoquinolines was achieved through a sequential one-pot two-step three-component reaction of a substituted isoquinoline, a terminal aryne, and methyl 4,4,4-trifluorobut-2-ynoate, with air as an oxygen source. This oxidative cyclization proceeds through an initial copper(I)-catalyzed C–H alkynylation to give alkynyl-1,2-dihydroisoquinolines that subsequently undergo a copper(II)-assisted intramolecular cyclization under mild conditions to give the desired products in moderate to excellent yields.
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