Issue 3, 2018

Indium(iii)-catalyzed intramolecular dearomative cycloaddition of N-sulfonylaziridines to indoles: facile synthesis of tetracyclic pyrroloindoline skeletons

Abstract

An indium(III)-catalyzed intramolecular dearomative cycloaddition of N-sulfonylaziridines to indoles has been developed, affording the divergent synthesis of rigid tetracyclic pyrroloindoline skeletons which are present in an array of fascinating natural products with interesting biological activities. In addition, in this reaction system, nonsubstituted indoles at the C3 position could smoothly react with N-sulfonylaziridines to form the desired dearomative cycloadducts for the first time.

Graphical abstract: Indium(iii)-catalyzed intramolecular dearomative cycloaddition of N-sulfonylaziridines to indoles: facile synthesis of tetracyclic pyrroloindoline skeletons

Supplementary files

Article information

Article type
Research Article
Submitted
28 Sep 2017
Accepted
16 Oct 2017
First published
17 Oct 2017

Org. Chem. Front., 2018,5, 423-427

Indium(III)-catalyzed intramolecular dearomative cycloaddition of N-sulfonylaziridines to indoles: facile synthesis of tetracyclic pyrroloindoline skeletons

B. Cao, Y. Wei and M. Shi, Org. Chem. Front., 2018, 5, 423 DOI: 10.1039/C7QO00882A

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