Rh-Catalyzed domino synthesis of 4-hydroxy-3-methylcoumarins via branch-selective hydroacylation

Maddali L. N. Rao; Boddu S. Ramakrishna; Sachchida Nand

doi:10.1039/C9OB01972C

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Rh-Catalyzed domino synthesis of 4-hydroxy-3-methylcoumarins via branch-selective hydroacylation†‡

Maddali L. N. Rao,

*^a Boddu S. Ramakrishna

^a and Sachchida Nand^a

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* Corresponding authors

^a Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, UP, India
E-mail: maddali@iitk.ac.in
Fax: +91 512 259 7532
Tel: +91512 259 7532

Abstract

A Rh-catalyzed domino synthesis of 4-hydroxy-3-methylcoumarins via branch-selective hydroacylation of acrylates and acrylamides using salicylaldehydes is described. This protocol under phosphine-free Rh-catalyzed conditions provided 4-hydroxy-3-methylcoumarins in high yields with excellent functional group tolerance and high selectivity.

This article is part of the themed collection: Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/C9OB01972C
Article type: Communication
Submitted: 09 Sep 2019
Accepted: 08 Oct 2019
First published: 17 Oct 2019

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Org. Biomol. Chem., 2019,17, 9275-9279

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Rh-Catalyzed domino synthesis of 4-hydroxy-3-methylcoumarins via branch-selective hydroacylation

M. L. N. Rao, B. S. Ramakrishna and S. Nand, Org. Biomol. Chem., 2019, 17, 9275 DOI: 10.1039/C9OB01972C

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Organic & Biomolecular Chemistry

Rh-Catalyzed domino synthesis of 4-hydroxy-3-methylcoumarins via branch-selective hydroacylation†‡

Abstract

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Rh-Catalyzed domino synthesis of 4-hydroxy-3-methylcoumarins via branch-selective hydroacylation

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