Development of ?,?-Dibrominated Secondary Enamides and Their Application to the Synthesis of 5-Br Oxazoles

Herein, we report a base promoted dibromination of enamides using CBr4 as a bromine source to provide expedient access to beta,beta-dibrominated secondary enamides. Preliminary synthetic application study shows that these novel products can be readily transformed to 5-Br oxazoles via Cu(I) catalyzed...

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Bibliographic Details
Published inJournal of organic chemistry Vol. 87; no. 22; pp. 15670 - 15678
Main Authors Ma, Jun, Zou, Qijie, Wang, Chunhua, Yin, Guangwei, Li, Fangyi
Format Journal Article
LanguageEnglish
Published WASHINGTON Amer Chemical Soc 18.11.2022
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ALKYNES
FACILE
DERIVATIVES
CYCLIZATION
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Summary:Herein, we report a base promoted dibromination of enamides using CBr4 as a bromine source to provide expedient access to beta,beta-dibrominated secondary enamides. Preliminary synthetic application study shows that these novel products can be readily transformed to 5-Br oxazoles via Cu(I) catalyzed intramolecular cyclization in good yields.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c01927