Synthesis of Alkyl Halides from Aldehydes Via Deformylative Halogenation

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2019 May 4

PMID 31050440

Citations 4

Authors

Shengzong Liang

Tatsuya Kumon

Ricardo A Angnes

Melissa Sanchez

Bo Xu

Gerald B Hammond

Affiliations

Soon will be listed here.

Abstract

An unprecedented deformylative halogenation of aldehydes to alkyl halides is presented. Under oxidative conditions, 1,4-dihydropyridine (DHP), derived from an aldehyde, generated a C(sp3)- radical that coupled with a halogen radical that was generated from inexpensive and atom-economical halogen sources (NaBr, NaI, or HCl), to yield an alkyl halide. Because of the mild conditions, a wide range of functional groups were tolerated, and excellent site selectivity was achieved.

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