Syntheses of ring-fluorinated isoquinolines and quinolines via intramolecular substitution: Cyclization of 1,1-difluoro-1-alkenes bearing a sulfonamide moiety
Syntheses of ring-fluorinated isoquinolines and quinolines via intramolecular substitution: Cyclization of 1,1-difluoro-1-alkenes bearing a sulfonamide moiety
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DOI：
10.1055/s-2006-926458
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发表时间：
2006-05-15
影响因子：
2.6
通讯作者：
Wada, Yukinori
中科院分区：
文献类型：
--
作者：
Ichikawa, Junji;Sakoda, Kotaro;Wada, Yukinori
经 NaH、KH 或 Et3N、N-[邻-(2,2-二氟乙烯基)苯甲基]-和 N-[邻-(3,3-二氟烯丙基)苯基]等碱处理后：取代的对甲苯磺酰胺很容易以 6-内三键方式进行磺酰胺氮对乙烯基氟的分子内取代，产生 3-氟异喹啉2-氟喹啉衍生物的产率分别很高。
On treatment of a base such as NaH, KH, or Et3N, N-[o-(2,2-difluorovinyl)benzyl]- and N-[o-(3,3-difluoroallyl)phenyl]: substituted p-toluenesulfonamides readily undergo intramolecular substitution of sulfonamide nitrogens for vinylic fluorines in a 6-endo-trig fashion, leading to 3-fluoroisoquinoline and 2-fluoroquinoline derivatives, respectively, in high yields.