Journal of Fluorine Chemistry p. 133 - 143 (1997)
Update date:2022-08-04
Topics:
Haas
Lieb
Schelvis
5,5,5-trifluoro-4-trifluoromethyl-pent-3-en-2-one (1) and 5,5,5-trifluoro-4-methyl-pent-3-en-2-one (2) are reacted with a number of ring-substituted anilines to give the corresponding imines 3-16 and 17. The preparation of 2 is accompanied by three unsaturated ketones (2a-c). The bistrifluoromethylated imines 3-16 exist as a mixture of their non-separable syn and anti isomers, which were identified by 13C, 19F and 1H NMR spectroscopy. Some of these imines react with 2,2-bis(trifluorornethyl)-ethylene-1,1-carbodinitrile (BTF) at room temperature to 4,4-bistrifluoro-1,4-dihydropyridinium derivatives (18-22). Two side-products, 1-amino-cyclo-pent-1-ene (23-27) and 1-imino-cyclopent-2-ene derivatives (28-32) are also obtained in these additions. Treatment of 1 with primary alkylamines yielded the anti-Michael products 33-38. With 2-amino-benzylamine 1 formed the benzodiazepine derivative 39. Elsevier Science S.A.
View MoreShanghai ZaiQi Bio-Tech Co., Ltd.,
Contact:+86-21-5482 4098
Address:Bldg. No.7, No.201 MinYi Rd,Songjiang CaoHeJing High-Tech Park Shanghai 201516 P,R,China
Nantong Baokai Chemical Co., Ltd (Hangzhou Baokai Bio-Chemicals Co.,Ltd.)
Contact:+86-513-83886111
Address:No. 68 Suzhou road ,Binjiang Fine Chemical Industrial Park , Beixin town, Qidong city ,Jiangsu province
Anhui Sunsing Chemicals Co.,Ltd
website:http://www.sunsingchem.com
Contact:0086-566-2023179
Address:Jin An industry park, Chizhou economic technical development zone, Anhui
Jingzhou TianHe Sci&Tech Chemical Co., Ltd.
Contact:86-716-8331612
Address:Jiangjin Road, #18, High-grade technology industries development district, Jingzhou city, Hubei province
Weihao Chemtech (ChangZhou) Co., Ltd.(expird)
Contact:051989185693
Address:NO 217 huangshan Rd ,Changzhou
Doi:10.1055/s-1997-3243
(1997)Doi:10.1080/00397919708005007
(1997)Doi:10.1021/ja9713744
(1997)Doi:10.1021/ja00137a026
(1995)Doi:10.1021/acs.inorgchem.0c00154
(2020)Doi:10.1055/s-1997-5781
(1997)