REACTION OF THE GROUP-15 METALLOID AMIDES WITH DIKETENE BY 1,4-ADDITION MODE

Authors
ANDO F MIO R KOKETSU J
Citation
F. Ando et al., REACTION OF THE GROUP-15 METALLOID AMIDES WITH DIKETENE BY 1,4-ADDITION MODE, Bulletin of the Chemical Society of Japan, 66(7), 1993, pp. 1998-2001
Citations number
16
Categorie Soggetti
Chemistry
Journal title
Bulletin of the Chemical Society of Japan → ACNP
ISSN journal
00092673
Volume
66
Issue
7
Year of publication
1993
Pages
1998 - 2001
Database
ISI
SICI code
0009-2673(1993)66:7<1998:ROTGMA>2.0.ZU;2-Q
Abstract
(Dialkylamino)dimethylarsines, (dimethylamino)diphenylarsine, and (dia lkylamino)dimethylstibines react with diketene to yield N,N-dialkyl-4- dimethylarsino-3-oxobutanamides, N,N-dimethyl-4-diphenylarsino-3-oxobu tanamide, and N,N-dialkyl-4-dimethylstibino-3-oxobutanamides, respecti vely. These group 15 metalloid-substituted 3-oxobutanamides exist as k eto-enol tautomers and the keto isomers are predominant in solution or in neat state. This reaction is the first example of 1,4-addition of heteroatom-nitrogen bond to diketene.