Issue 3, 2022

Pd-Catalyzed coupling of benzyl bromides with BMIDA-substituted N-tosylhydrazones: synthesis of trans-alkenyl MIDA boronates

Abstract

A palladium-catalyzed stereoselective synthesis of alkenyl boronates from N-methyliminodiacetyl boronate (BMIDA)-substituted N-tosylhydrazone and benzyl bromides is developed. A range of trans-alkenyl MIDA boronates as single stereoisomers were obtained in moderate yields with good functional group compatibility. The resultant boronate products may be transformed to other boron-containing compounds and may also be directly used in cross-coupling reactions.

Graphical abstract: Pd-Catalyzed coupling of benzyl bromides with BMIDA-substituted N-tosylhydrazones: synthesis of trans-alkenyl MIDA boronates

Supplementary files

Article information

Article type
Communication
Submitted
02 11 2021
Accepted
06 12 2021
First published
06 12 2021

Chem. Commun., 2022,58, 399-402

Pd-Catalyzed coupling of benzyl bromides with BMIDA-substituted N-tosylhydrazones: synthesis of trans-alkenyl MIDA boronates

S. Li, M. Li, S. Li and J. Wang, Chem. Commun., 2022, 58, 399 DOI: 10.1039/D1CC06170D

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