Site Selective Chlorination of C(sp³ )-H Bonds Suitable for Late-Stage Functionalization.

ABSTRACT: C(sp³ )-Cl bonds are present in numerous biologically active small molecules, and an ideal route for their preparation is by the chlorination of a C(sp³ )-H bond. However, most current methods for the chlorination of C(sp³ )-H bonds are insufficiently site selective and tolerant of functional groups to be applicable to the late-stage functionalization of complex molecules. We report a method for the highly selective chlorination of tertiary and benzylic C(sp³ )-H bonds to produce the corresponding chlorides, generally in high yields. The reaction occurs with a mixture of an azidoiodinane, which generates a selective H-atom abstractor under mild conditions, and a readily-accessible and inexpensive copper(II) chloride complex, which efficiently tra

SUBMITTER: Fawcett A 

PROVIDER: S-EPMC8594412 | biostudies-literature | 2021 Apr

REPOSITORIES: biostudies-literature