Enamine chemistry—XXII: The preparation of 4-acylaminopent-3-en-2-ones and the corresponding enamino-thiones |
| |
Authors: | R. Shabana J.B. Rasmussen S.-O. Lawesson |
| |
Affiliation: | Department of Organic Chemistry, Chemical Institute, University of Aarhus, DK-8000 Aarhus C, Denmark |
| |
Abstract: | Acylation of 4-aminopcnl-3-en-2-one, 5, with different acid chlorides, RCOCl(R = Me, Me2CH, Me3C, C6H5, CICH2) gives only N-acylated products, 6, in high yields. The N-acylated enaminones, 5, are shown only to exist m the Z-s-Z form in solution. The UV spectra of 6 are discussed and an additional increment to the Dabrowski-Table21 is given. The reaction of 6 with 2,4-bis(4-methoxyphenyl)-1,2,3,4-dithiadiphosphetane 2,4-disulfide, 2, at room temperature in DME gives the corresponding enamino-thiones, 7, in good yields. The 1H and 13C NMR spectra of 6 and 7 are discussed. |
| |
Keywords: | Author to whom correspondence should be addressed |
本文献已被 ScienceDirect 等数据库收录! |
|