Ag-Catalyzed Remote Dehydrogenative-coupling of Unactivated C(sp3)-H Alcohols with Quinazolines for the Synthesis of δ-Hydroxylalkyl Substituted Quinazolines in Aqueous Media

An efficient silver-catalyzed delta-regioselective unactivated C(sp(3) )-H of free alcohols dehydrogenative coupling with quinazolines for the synthesis of delta-hydroxylalkyl substituted quinazolines in aqueous media has been developed. Various alcohols including 1 degrees and 2 degrees alcohols, reacted with quinazolines through 1,5-hydrogen-atom transfer strategies to give the corresponding 2- or 4- delta-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.