An entry to 2-(cyclobut-1-en-1-yl)-1 H -indoles through a cyclobutenylation/deprotection cascade

A transition-metal-free strategy for the synthesis of 2-(cyclobut-1-en-1-yl)-1H-indoles under mild conditions is described herein. A series of substituted 2-(cyclobut-1-en-1-yl)-1H-indoles are accessed by a one-pot cyclobutenylation/deprotection cascade from N-Boc protected indoles. Preliminary expe...

Full description

Saved in:
Bibliographic Details
Published inOrganic & biomolecular chemistry Vol. 19; no. 18; pp. 4048 - 4053
Main Authors Natho, Philipp, Yang, Zeyu, Allen, Lewis A T, Rey, Juliette, White, Andrew J P, Parsons, Philip J
Format Journal Article
LanguageEnglish
Published England 12.05.2021
Online AccessGet full text

Cover

More Information
Summary:A transition-metal-free strategy for the synthesis of 2-(cyclobut-1-en-1-yl)-1H-indoles under mild conditions is described herein. A series of substituted 2-(cyclobut-1-en-1-yl)-1H-indoles are accessed by a one-pot cyclobutenylation/deprotection cascade from N-Boc protected indoles. Preliminary experimental and density functional theory calculations suggest that a Boc-group transfer is involved in the underlying mechanism.
ISSN:1477-0520
1477-0539
DOI:10.1039/d1ob00430a