Issue 14, 2023

Fe/S cluster catalyzed cascade cyclization of N,S-1,6-enynes for the synthesis of thieno[3,4-b]indoles

Abstract

Fe/S cluster catalyzed radical cascade cyclization of alkylthio-functionalized o-anilide-embedded N,S-1,6-enynes to afford thieno[3,4-b]indoles is developed. The cycloisomerization strategy offers a straightforward route to 4H-thieno[3,4-b]indoles through the 1,2-sulfur transfer and Csp3–S bond cleavage, with the formation of both an indole ring and a fused thiophene ring in one pot. In this cascade, the element sulfur acts as the oxidant to induce the single electron transfer (SET) process.

Graphical abstract: Fe/S cluster catalyzed cascade cyclization of N,S-1,6-enynes for the synthesis of thieno[3,4-b]indoles

Supplementary files

Article information

Article type
Research Article
Submitted
09 May 2023
Accepted
12 Jun 2023
First published
13 Jun 2023

Org. Chem. Front., 2023,10, 3637-3641

Fe/S cluster catalyzed cascade cyclization of N,S-1,6-enynes for the synthesis of thieno[3,4-b]indoles

Z. Liu, S. Sun and J. Lou, Org. Chem. Front., 2023, 10, 3637 DOI: 10.1039/D3QO00697B

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