Novel heteroaromatic C-H insertion of alkylidenecarbenes. A new entry to furopyridine synthesis

被引:33
作者
Kitamura, T [1 ]
Tsuda, K [1 ]
Fujiwara, Y [1 ]
机构
[1] Kyushu Univ, Grad Sch Engn, Dept Chem & Biochem, Fukuoka 8128581, Japan
关键词
D O I
10.1016/S0040-4039(98)01034-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of alkynyl(phenyl)iodonium tosylates with 4-hydroxypyridine and 3-hydroxypyridine in the presence of potassium tert-butoxide undergoes a novel heteroaromatic C-H insertion of alkylidenecarbenes generated in situ to give the corresponding furopyridine derivatives. The heteroaromatic C-H insertion shows an extremely high selectivity compared with the possible aliphatic C-H insertion. This process is also applied to furoquinoline synthesis. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5375 / 5376
页数:2
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