Work

Synthesis of 3,3-Disubstituted Thietane Dioxides

Year: 2024

Type: article

Abstract: 4-Membered heterocycles have been increasingly exploited in medicinal chemistry and, as small polar motifs, often show important influence on activity and physicochemical properties. Thietane dioxides similarly offer potential in both agricultural and pharmaceutical applications but are notably understudied. Here we report a divergent approach to 3,3-disubstituted thietane dioxide derivatives by forming carbocations on the 4-membered ring with catalytic Lewis or Brønsted acids. Benzylic tertiary alcohols of the thietane dioxides are coupled directly with arenes, thiols, and alcohols.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.4c01843

Authors: Peerawat Saejong, Jianing Zhong, Juan J. Rojas, Andrew J. P. White, Chulho Choi, James A. Bull

Institutions: Imperial College London, Pfizer (United States)

Language: English

Topic: Synthesis and Reactivity of Sulfur-Containing Compounds

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: Pfizer, Institute for the Promotion of Teaching Science and Technology, Royal Society, Imperial College London