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Microwave-assisted one-pot U-4CR and intramolecular O-alkylation toward heterocyclic scaffolds
Authors:Xinglong Xing  Gaofeng Feng
Affiliation:a Laboratory of Asymmetric Catalysis and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou 310027, China
b Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, China
Abstract:The one-pot U-4CR and intramolecular O-alkylation sequence starting from 2-aminophenols in combination with α-bromoalkanoic acids, aldehydes, and isocyanides under controlled microwave heating has been established for a rapid access to highly functionalized 3,4-dihydro-3-oxo-2H-1,4-benzoxazines. With appropriate substitutions on the 1,4-benzoxazines, a microwave-assisted Cu-catalyzed intramolecular amidation was performed to furnish a novel class of heterocyclic conjugates of 1,4-benzoxazines with a 2-oxindole linked through a C-N single bond.
Keywords:Microwave   U-4CR   2-Aminophenols   1,4-Benzoxazines   Annulation
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