Electrochemical oxidative cascade cyclization of olefinic amides and alcohols leading to the synthesis of alkoxylated 4H-3, 1-benzoxazines and indolines. Issue 3 (19th January 2023)

• Record Type: Journal Article
• Authors: Wei, Wan-Jie; Zhan, Lei; Jiang, Cai-Na; Tang, Hai-Tao; Pan, Ying-Ming; Ma, Xian-Li; Mo, Zu-Yu
• Is Part Of: Green chemistry. Volume 25:Issue 3(2023)
• Page Start: 928
• Page End: 933
• Publication Date: 2023-01-19
• Subjects: Environmental chemistry -- Industrial applications -- Periodicals; Environmental management -- Periodicals; 660
• DOI: 10.1039/d2gc04645h
• Languages: English
• ISSNs: 1463-9262

Abstract

Abstract : We have developed a mild and efficient electrochemical oxidative strategy to construct anticancer alkoxylated 4 H -3, 1-benzoxazines and indolines without the requirement for a transition-metal catalyst and an external oxidant. Abstract : Synthesis technologies can be used directly and selectively to construct two different heterocycles from one substrate. Herein, we introduce a mild and efficient electrochemical oxidative strategy to construct alkoxylated 4 H -3, 1-benzoxazines and indolines. High atom efficiency and transition metal- and oxidant-free conditions are the striking features of this protocol. In a simple undivided cell, various olefinic amides and alcohols react to generate 40 examples of benzoxazines and indolines. This radical cascade reaction provides a facile method for constructing C–O bonds in one step. Furthermore, most of the compounds exhibit good inhibitory activity on tumour cell lines.