A new stereoselective synthesis of 2-amino-4,5-dihydrothiophene-3-carbonitrile derivatives |
| |
| Authors: | V V Dotsenko S G Krivokolysko A N Chernega V P Litvinov |
| |
| Institution: | (1) ChemEx Laboratory, V. Dal’ East-Ukrainian National University, 20a Molodyozhny kv., 91034 Lugansk, Ukraine;(2) Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 ul. Murmanskaya, 02094 Kiev, Ukraine;(3) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation |
| |
| Abstract: | A new stereoselective method for the synthesis of trans-isomers of 2-amino-4-aryl-5-benzoyl-4,5-dihydrothiophene-3-carbonitriles was proposed. The method involves base-catalyzed
reactions of phenacyl thiocyanate with 3-(het)aryl-2-cyanoprop-2-enethioamides. (4R,5S/4S,5R)-2-Amino-5-benzoyl-4-(2-chlorophenyl)-4,5-ihydrothiophene-3-carbonitrile was structurally characterized by X-ray diffraction
analysis.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1379–1383, July, 2007. |
| |
| Keywords: | phenacyl thiocyanate 3-(het)aryl-2-cyanoprop-2-enethioamides cyanothio-acetamide the Michael reaction cyclocondensation X-ray diffraction analysis trans-2-amino-4-(het)aryl-5-benzoyl-4 5-dihydrothiophene-3-carbonitriles |
| 本文献已被 SpringerLink 等数据库收录！ |
|
