1,6-Conjugated addition-mediated [4+1] annulation: an approach to 2,3-dihydrobenzofurans

被引:91
作者
Liu, Lina [1 ,2 ]
Yuan, Zhenbo [1 ,2 ]
Pan, Rui [1 ,2 ]
Zeng, Yuye [1 ,2 ]
Lin, Aijun [1 ,2 ]
Yao, Hequan [1 ,2 ]
Huang, Yue [3 ]
机构
[1] China Pharmaceut Univ, Sch Pharm, SKLNM, Nanjing 210009, Jiangsu, Peoples R China
[2] China Pharmaceut Univ, Sch Pharm, Dept Med Chem, Nanjing 210009, Jiangsu, Peoples R China
[3] China Pharmaceut Univ, Sch Sci, Dept Organ Chem, Nanjing 210009, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
PARA-QUINONE METHIDES; BIOACTIVE BENZOFURAN DERIVATIVES; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; AMMONIUM YLIDES; SULFONIUM SALTS; STEREOGENIC CENTERS; FACILE SYNTHESIS; ACID-ESTERS; ADDITION/AROMATIZATION;
D O I
10.1039/c7qo00846e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A formal 1,6-conjugated addition-mediated [4 + 1] annulation of ortho-hydroxyphenyl-substituted paraquinone methides with sulfonium or ammonium bromides has been described. This domino-type process offered an efficient method for the synthesis of 2,3-dihydrobenzofurans in good yields, exhibiting good functional group tolerance, scalability and high diastereoselectivity.
引用
收藏
页码:623 / 628
页数:6
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