Journal of Heterocyclic Chemistry p. 493 - 499 (1997)
Update date:2022-08-03
Topics:
Shiotani, Shunsaku
Taniguchi, Katsunori
Cyanation of furo[2,3-b]-, -[2,3-c]- and -[3,2-c]pyridine N-oxides 1a, 1b and 1c by the Reissert-Henze method, reaction with benzoyl chloride and trimethylsilyl cyanide in dichloromethane and the reaction with trimethylsilyl cyanide and triethylamine in acetonitrile afforded 6-cyanofuro[2,3-b]- 2a, 7-cyanofuro[2,3-c]- 2b and 4-cyanofuro[3,2-c]pyridine 2c in moderate to excellent yield. The cyano group in 2a, 2b and 2c was converted to carboxamides 3a, 3b and 3c, ethyl imidates 5a, 5b and 5c and ethyl carboxylates 6a, 6b and 6c. Reaction of the N-oxides with trimethylsily bromide in acetonitrile gave the deoxygenated furopyridine 7a and 7d, bifuropyridyl 8b and 8c, and the N-oxide 9 of 8c.
View MoreHubei Lingsheng Pharmaceuticals Co., Ltd.
Contact:+86-0710-3538058
Address:Xiangyang City Xiangcheng Economic Development Zone, Hubei Province
website:http://www.mingchem.com/en/index
Contact:0519-85170101-802
Address:Fifth Floor,B of Beihua Buliding,520 Road of Science and Education City,Changwu middle road NO.801,Wujin District,Changzhou,Jiangsu province
Contact:86-310-8067016
Address:East Fuhua Road,Tiexi Chemical Industrial Estate,Hebei,China
Xi'an Tizan Tech & Industry Co., Ltd.
Contact:86-18629066522
Address:C3009 TANG FENG INTERNATIONAL PLAZA, NO.18 FENGHUI NAN ROAD, XI'AN HIGH TECH ZONE, 710075 CHINA.
Nanyang Tianhua pharmaceutical Co.,Ltd.
Contact:+8618639816203
Address:Longsheng Industrial Park
Doi:10.3762/bjoc.10.18
(2014)Doi:10.1055/s-1997-3182
(1997)Doi:10.1002/hlca.19980810513
(1998)Doi:10.1021/ja01005a034
(1968)Doi:10.1016/S0960-894X(97)00188-1
(1997)Doi:10.1080/15257779508012527
(1995)