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 MoreSuzhou Jingye Medicine & Chemical Co., Ltd
website:http://www.jingyechem.cn
Contact:+86-512-66658588
Address:No. 88, Sanlian Street, Jinfeng Road, Suzhou New District, Jiangsu Province, P. R. China
MS( MAOSHENG )Chemical CO.,LTD
Contact:+86-519-82726678.82726378
Address:TAOXI INDUSTRY ZONE JINTAN
Dayang Chem (Hangzhou) Co.,Ltd.
website:http://www.dycnchem.com
Contact:+86-571-88938639
Address:9/F, Unit 2 Changdi Torch Building, 259# WenSan Road, Xihu District, Hangzhou City 310012, P.R.China
Tianjin Jiuri New Materials Co., Ltd.
Contact:+86-22-58889220
Address:C-5/6, Vison Hill, No.1 Gonghua Road, Huayuan Hi-tech Park, Tianjin, China.
Contact:+86-519-86623222
Address:29F/D, 99 Yanling West Road, Changzhou, Jiangsu, China
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)