ABNO‐Catalyzed Aerobic Oxidative Synthesis of 2‐Substituted 4H‐3,1‐Benzoxazines and Quinazolines

A new transition‐metal‐free 9‐azabicyclo[3.3.1]nonan‐N‐oxyl (ABNO) catalyzed aerobic oxidative synthesis of 2‐substituted 4H‐3,1‐benzoxazines and quinazolines has been developed through cascade reaction of aldehydes with 2‐aminobenzyl alcohols and 2‐aminobenzylamines, respectively. Under the optimal...

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Veröffentlicht in:	European journal of organic chemistry 2017-06, Vol.2017 (23), p.3335-3342
Hauptverfasser:	Ma, Jiaqi, Wan, Yan, Hong, Chao, Li, Meichao, Hu, Xinquan, Mo, Weimin, Hu, Baoxiang, Sun, Nan, Jin, Liqun, Shen, Zhenlu
Format:	Artikel
Sprache:	eng
Schlagworte:	4H‐3,1‐Benzoxazines Alcohols Aldehydes Benzoxazines Cascade chemical reactions Chemical synthesis Nitrogen heterocycles Oxidation Oxygen Oxygen heterocycles Quinazolines Radical reactions
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Zusammenfassung:	A new transition‐metal‐free 9‐azabicyclo[3.3.1]nonan‐N‐oxyl (ABNO) catalyzed aerobic oxidative synthesis of 2‐substituted 4H‐3,1‐benzoxazines and quinazolines has been developed through cascade reaction of aldehydes with 2‐aminobenzyl alcohols and 2‐aminobenzylamines, respectively. Under the optimal reaction conditions, the two kinds of heterocycles were obtained in 72–97 % isolated yield. A new transition‐metal‐free 9‐azabicyclo[3.3.1]nonan‐N‐oxyl (ABNO) catalyzed aerobic oxidative synthesis of 2‐substituted 4H‐3,1‐benzoxazines and quinazolines has been developed. Under the optimal reaction conditions, the two kinds of heterocycles were obtained in 72–97 % isolated yield.
ISSN:	1434-193X 1099-0690
DOI:	10.1002/ejoc.201700384