Base-Mediated One-pot Synthesis of Oxygen-Based Heterocycles from 2-Hydroxyphenyl-Substituted para-Quinone Methides

被引:35
作者
Singh, Gurdeep [1 ]
Kumar, Suresh [1 ]
Chowdhury, Arjun [1 ]
Anand, Ramasamy Vijaya [1 ]
机构
[1] IISER, Dept Chem Sci, Sect 81,Manauli PO, Knowledge City 140306, Punjab, India
关键词
C-H BONDS; CATALYZED INTRAMOLECULAR HYDROARYLATION; INTERNAL ALKYNES; FACILE SYNTHESIS; 4+1 ANNULATION; 2,3-DISUBSTITUTED BENZOFURANS; CARBONYLATIVE ANNULATION; OXIDATIVE ANNULATION; COUMARIN DERIVATIVES; ASYMMETRIC-SYNTHESIS;
D O I
10.1021/acs.joc.9b02455
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
One-pot synthesis of oxygen-containing heterocycles has been achieved through alkylation/acylation of 2-hydroxyphenyl-substituted para-quinone methides followed by an intramolecular 1,6-conjugate addition/cyclization and oxidation sequence. This protocol provides access to a wide range of oxygen based heterocycles, such as 2,3-disubstituted benzo[b]furans, 2,3-dihydrobenzofurans and diaryl-substituted coumarin derivatives in moderate to good yields.
引用
收藏
页码:15978 / 15989
页数:12
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