Solvent-controlled highly regio-selective thieno[2,3-b]indole formation under metal-free conditions?

Green Chemistry Pub Date: 2017-10-24 DOI: 10.1039/C7GC02818K

Abstract

An efficient three-component thieno[2,3-b]indole formation method was developed under metal-free conditions. The cascade cyclization was enabled by acid-promoted annulation of indoles, ketones and sulfur powder, which enabled modular synthesis of 2-substituted and 3-substituted thieno[2,3-b]indoles with excellent regioselectivity and broad functional group tolerance. DMF solvent played an important role in the regioselectivity control.

Graphical abstract: Solvent-controlled highly regio-selective thieno[2,3-b]indole formation under metal-free conditions
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