Work

Decatungstate-Catalyzed C(sp3)–H Sulfinylation: Rapid Access to Diverse Organosulfur Functionality

Year: 2021

Type: article

Abstract: Here we report the direct conversion of strong, aliphatic C( sp 3 )–H bonds into the corresponding alkyl sulfinic acids via decatungstate photocatalysis. This transformation has been applied to a diverse range of C( sp 3 )-rich scaffolds, including natural products and approved pharmaceuticals, providing efficient access to complex sulfur-containing products. To demonstrate the broad potential of this methodology for the divergent synthesis of pharmaceutically relevant molecules, procedures for the diversification of the sulfinic acid products into a range of medicinally relevant functional groups have been developed.

Source: Journal of the American Chemical Society

DOI: 10.1021/jacs.1c04722

Authors: Patrick J. Sarver, Noah B. Bissonnette, David W. C. MacMillan

Institution: Princeton University

Language: English

Topic: Sulfur-Based Synthesis Techniques

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Institute of General Medical Sciences

Award: Photoredox Catalysis Applications in Organometallics and Chemical Biology