Harnessing structurally unbiased ortho-benzoquinone monoimine for biomimetic oxidative [4+2] cycloaddition with enamines. Issue 44 (29th April 2020)

• Record Type: Journal Article
• Authors: Bashir, Muhammad Adnan; Zuo, Honghua; Lu, Xunbo; Wu, Yuzhou; Zhong, Fangrui
• Is Part Of: Chemical communications. Volume 56:Issue 44(2020)
• Page Start: 5965
• Page End: 5968
• Publication Date: 2020-04-29
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d0cc01813a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Reported herein is the first catalytic oxidative [4+2] cycloaddition of 2-aminophenols with cyclic enamines. Abstract : Reported herein is the first catalytic oxidative [4+2] cycloaddition of 2-aminophenols with cyclic enamines. This biomimetic catalytic oxidative strategy expediently accommodates the very labile structurally unbiased ortho -quinone monoimine intermediate for cycloaddition by controlling its formation rate, thus refraining from otherwise prerequisite steric or electronic stabilization and allowing efficient assembly of various tricyclic 1, 4-benzoxazines in a step and atom economic fashion.