Issue 23, 2021

Deaminative meta-C–H alkylation by ruthenium(ii) catalysis

Abstract

Precise structural modifications of amino acids are of importance to tune biological properties or modify therapeutical capabilities relevant to drug discovery. Herein, we report a ruthenium-catalyzed meta-C–H deaminative alkylation with easily accessible amino acid-derived Katritzky pyridinium salts. Likewise, remote C–H benzylations were accomplished with high levels of chemoselectivity and remarkable functional group tolerance. The meta-C–H activation approach combined with our deaminative strategy represents a rare example of selectively converting C(sp3)–N bonds into C(sp3)–C(sp2) bonds.

Graphical abstract: Deaminative meta-C–H alkylation by ruthenium(ii) catalysis

Supplementary files

Article information

Article type
Edge Article
Submitted
17 Feb 2021
Accepted
02 Apr 2021
First published
09 Apr 2021
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2021,12, 8073-8078

Deaminative meta-C–H alkylation by ruthenium(II) catalysis

W. Wei, H. Yu, A. Zangarelli and L. Ackermann, Chem. Sci., 2021, 12, 8073 DOI: 10.1039/D1SC00986A

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