Synthesis of the debrominated analog of dihydroflustramine C utilizing a sulfur ylide-initiated thio-Claisen rearrangement

Abstract

In investigating the scope and limitations of the sulfur ylide initiated thio-Claisen rearrangement developed in our laboratory, we have been able to efficiently synthesize highly functionalized pyrroloindoline ring systems. This functionality is present in a variety of natural and non-natural products and here we report our synthesis of the debrominated analog of dihydroflustramine C.

Photoinduced Intramolecular Cyclization of o-Ethenylaryl Isocyanides with Organic Disulfides Mediated by Diphenyl Ditelluride

“…Herein, we report a highly selective synthesis of bisthiolated indole derivatives 3 by the photoinduced intramolecular cyclization of o -ethenylaryl isocyanides 1 with organic disulfides 2 in the presence of diphenyl ditelluride (Scheme ). We also report a novel one-pot preparation of tetracyclic compounds 4 from o -ethenylaryl isocyanides 1 and bis(2-aminophenyl) disulfide.…”