Premium
Visible‐Light‐Enabled Selective Oxidation of Primary Alcohols through Hydrogen‐Atom Transfer and its Application in the Synthesis of Quinazolinones
Author(s) -
Xia Qiangqiang,
Shi Zuodong,
Yuan Jiangpei,
Bian Qilong,
Xu Yuanqing,
Liu Baoying,
Huang Yongwei,
Yang Xiaobo,
Xu Hao
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900491
Subject(s) - chemistry , alcohol oxidation , hydrogen atom , photochemistry , eosin y , primary (astronomy) , visible spectrum , molecule , transition metal , oxygen atom , combinatorial chemistry , hydrogen , photocatalysis , organic chemistry , alcohol , catalysis , group (periodic table) , physics , optoelectronics , astronomy
Abstract A visible‐light‐enabled selective oxidation of alcohols to aldehydes has been developed under transition‐metal‐free conditions. Utilizing eosin Y as the direct hydrogen‐atom transfer (HAT) photocatalyst and molecular oxygen as the terminal oxidant, both aromatic and aliphatic aldehydes could be obtained in moderate to good yields. Using this approach, various quinazolinones, including two real drug molecules, were easily synthesized from the corresponding o ‐aminobenzamides and alcohols.