Issue 17, 2019

Diastereoselective access to 2-aminoindanones via the rhodium(ii)-catalyzed tandem reaction involving O–H insertion and Michael addition

Abstract

A rhodium(II)-catalyzed tandem reaction involving the O–H insertion of N-sulfonyl 1,2,3-triazoles with H2O and Michael addition has been developed for the construction of 2-amino-1-indanones by the formation of one new C[double bond, length as m-dash]O bond and one new C–C bond. The notable features of the strategy include acceptable to good yields, high diastereoselectivities, and mild conditions. It provides a good choice for the construction of libraries of highly functionalized indanone compounds.

Graphical abstract: Diastereoselective access to 2-aminoindanones via the rhodium(ii)-catalyzed tandem reaction involving O–H insertion and Michael addition

Supplementary files

Article information

Article type
Research Article
Submitted
13 Jun 2019
Accepted
14 Jul 2019
First published
15 Jul 2019

Org. Chem. Front., 2019,6, 3121-3126

Diastereoselective access to 2-aminoindanones via the rhodium(II)-catalyzed tandem reaction involving O–H insertion and Michael addition

S. Xing, H. Xia, X. Wang, D. Wu, X. Xu, Y. Su, K. Wang, B. Zhu and J. Guo, Org. Chem. Front., 2019, 6, 3121 DOI: 10.1039/C9QO00765B

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