Accessing benzooxadiazepines via formal [4 + 3] cycloadditions of aza-o-quinone methides with nitrones. Issue 15 (3rd April 2018)

• Record Type: Journal Article
• Authors: Zheng, Yong-Sheng; Tu, Liang; Gao, Li-Mei; Huang, Rong; Feng, Tao; Sun, Huan; Wang, Wen-Xuan; Li, Zheng-Hui; Liu, Ji-Kai
• Is Part Of: Organic & biomolecular chemistry. Volume 16:Issue 15(2018)
• Page Start: 2639
• Page End: 2642
• Publication Date: 2018-04-03
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob00201k
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Seven membered N-heterocycles were constructed through a formal [4 + 3] cycloaddition of nitrones with in situ generated aza- o -quinone methides. Abstract : An unprecedented and efficient [4 + 3] cycloaddition of N -( ortho -chloromethyl)aryl amides with nitrones has been developed. This approach provides easy access to a series of seven-membered benzooxadiazepine derivatives in good to excellent yields (up to 99% yield) under mild reaction conditions.