Work

Synthesis of 2H‐1,2‐Oxazin‐3(6H)‐One via the Cycloaddition of Nitrosobenzene with Gem‐Difluoro‐1,3‐Diene

Year: 2025

Type: article

Abstract: An efficient method for the synthesis of 2H‐1,2‐oxazin‐3(6H)‐one via the nitroso‐Diels‐Alder reaction of nitrosobenzene with gem‐difluoro‐1,3‐dienes is developed under mild conditions. This strategy features good functional group tolerance, good to high yields, and free of catalyst. The de‐aromatization of heterocyclic gem‐difluoroalkenes is successfully achieved by this method. The product can be converted into β‐lactams through base‐promoted rearrangement.

Source: European Journal of Organic Chemistry

DOI: 10.1002/ejoc.202500289

Authors: Jiazhi Xu, Jun Liu, Ting Luo, Gang Zhao

Institutions: University of Science and Technology of China, Chinese Academy of Sciences, Shanghai Institute of Organic Chemistry

Language: English

Topic: Organic Chemistry Cycloaddition Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: Chinese Academy of Sciences, National Key Research and Development Program of China

Awards: G1526392360, G7130650979