Synthesis of Aminonaphthopyranones and Aminonaphthochromenones by Blaise-Reaction-Initiated Cascade Procedures

被引:8
作者
He, Yan [1 ]
Zhang, Xinying [1 ]
Fan, Xuesen [1 ]
机构
[1] Henan Normal Univ, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Henan Key Lab Environm Pollut Control, Sch Environm,Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China
关键词
aminonaphthochromenones; aminonaphthopyranones; cascade reactions; one-pot reactions; Reformatsky reagents; ONE-POT SYNTHESIS; FUNGUS GUANOMYCES-POLYTHRIX; NAPHTHALENE AMINO ESTERS; REACTION INTERMEDIATE; ASYMMETRIC CATALYSIS; BIARYL LACTONES; TANDEM; LACTONIZATION; DERIVATIVES; ACYLATION;
D O I
10.1002/ajoc.201402173
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient one-pot synthesis of aminonaphthopyranones through the tandem reaction of 2-(4-hydroxybut-1-ynyl) benzonitriles with Reformatsky reagents has been developed. Using a similar strategy, aminonaphthochromenones were obtained smoothly starting from 2-[(2-hydroxyphenyl) ethynyl] benzonitriles. Furthermore, by taking advantage of the versatile reactivity of the amino group, structural manipulations of aminonaphthopyranone were readily undertaken to give naphthopyranone, 10-hydroxynaphthopyranone and a functionalized 1,1 '-binaphthyl of potential interest for synthetic and medicinal chemistry studies.
引用
收藏
页码:1284 / 1291
页数:8
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