Ag‐Catalyzed Remote Dehydrogenative‐coupling of Unactivated C(sp3)‐H Alcohols with Quinazolines for the Synthesis of δ‐Hydroxylalkyl Substituted Quinazolines in Aqueous Media
Dayu Xie, Yan Liu, Xixian Liu, Qin Yang, Yiyuan Peng- Organic Chemistry
- Physical and Theoretical Chemistry
An efficient silver‐catalyzed δ‐regioselective unactivated C(sp3 )–H of free alcohols dehydrogen‐coupling with quinazolines for the synthesis of δ‐hydroxylalkyl substituted quinazolines in aqueous media has been developed. Various alcohols including 1o and 2o alcohols, reacted with quinazolines through 1,5‐hydrogen‐atom transfer strategies to give the corresponding 2‐ or 4‐ δ‐hydroxylalkyl substituted quinazolines with good to excellent yields under mild reaction conditions. Notably, several substituted quinazolines and quinazolinones could be selectively dehydrogenative‐coupled with divergent free alcohols. This protocol provides a platform to access divergent functionalizations of quinazolines and quinazolinones to meet the growing needs for screening.