Issue 62, 2023

Ru(ii)/Ru(iv)-catalyzed C(sp2)–H allylation with alkene difunctionalization to access isochroman-1-imines

Abstract

Merging C(sp2)–H allylation and alkene difunctionalization events to access isochroman-1-imines, using N-aroyl aminoesters, MBH acetates, and NBS, under Ru(II)/Ru(IV) catalysis has been developed. Using 1H NMR, ESI-MS, HRMS, control reactions, deuterium labeling experiments, and DFT analysis, the allyl transfer (redox) process was proven to involve in C–H allylation rather than olefin insertion. Scale-up and synthetic transformations demonstrated the sustainability of this method.

Graphical abstract: Ru(ii)/Ru(iv)-catalyzed C(sp2)–H allylation with alkene difunctionalization to access isochroman-1-imines

Supplementary files

Article information

Article type
Communication
Submitted
31 3 2023
Accepted
19 6 2023
First published
19 6 2023

Chem. Commun., 2023,59, 9497-9500

Ru(II)/Ru(IV)-catalyzed C(sp2)–H allylation with alkene difunctionalization to access isochroman-1-imines

A. Joshi, S. Moorthy, L. R. Chavada, S. K. Singh and A. K. Pandey, Chem. Commun., 2023, 59, 9497 DOI: 10.1039/D3CC01604H

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