ABNO‐Catalyzed Aerobic Oxidative Synthesis of 2‐Substituted 4H‐3, 1‐Benzoxazines and Quinazolines. Issue 23 (21st June 2017)

• Record Type: Journal Article
• Authors: Ma, Jiaqi; Wan, Yan; Hong, Chao; Li, Meichao; Hu, Xinquan; Mo, Weimin; Hu, Baoxiang; Sun, Nan; Jin, Liqun; Shen, Zhenlu
• Is Part Of: European journal of organic chemistry. Issue 23(2017)
• Page Start: 3335
• Page End: 3342
• Publication Date: 2017-06-21
• Subjects: Nitrogen heterocycles -- Oxygen heterocycles -- Radical reactions -- 4H‐3, 1‐Benzoxazines -- Quinazolines -- Oxidation -- Oxygen; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201700384
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : A new transition‐metal‐free 9‐azabicyclo[3.3.1]nonan‐ N ‐oxyl (ABNO) catalyzed aerobic oxidative synthesis of 2‐substituted 4 H ‐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. Abstract : A new transition‐metal‐free 9‐azabicyclo[3.3.1]nonan‐ N ‐oxyl (ABNO) catalyzed aerobic oxidative synthesis of 2‐substituted 4 H ‐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.