Cycloaddition of (N-alkyl-N-phenylamino)ketene with imines
摘要:
(N-Alkyl-N-phenylamino)ketenes were prepared in the presence of various imines, and a [2 + 2] cycloaddition reaction occurred to yield 3-(N-alkyl-N-phenylamino)-2-azetidinones. The size and electronic nature of the imine substituents were varied in order to probe those factors that influence the stereochemistry of the cycloaddition. The stereochemistry of the 2-azetidinone was determined by the substitution pattern of the imines. In general, the stereochemistry of the 2-azetidinone products are significantly influenced by the bulk of the N substituent on the imine. These results are discussed in terms of a two-step zwitterionic intermediate.
Solankee, A. N.; Kapadia, K. M.; Desai, C. M., Journal of the Indian Chemical Society, 1992, vol. 69, # 11, p. 783 - 784
作者:Solankee, A. N.、Kapadia, K. M.、Desai, C. M.
DOI:——
日期:——
STRODS YA. A.; LIELBRIEDIS I. EH.; NEJLAND O. YA., XIMIYA GETEROTSIKL. SOEDIN., 1977, HO 7, 977-979
作者:STRODS YA. A.、 LIELBRIEDIS I. EH.、 NEJLAND O. YA.
DOI:——
日期:——
Cycloaddition of (N-alkyl-N-phenylamino)ketene with imines
作者:William T. Brady、Mohammad M. Dad
DOI:10.1021/jo00021a029
日期:1991.10
(N-Alkyl-N-phenylamino)ketenes were prepared in the presence of various imines, and a [2 + 2] cycloaddition reaction occurred to yield 3-(N-alkyl-N-phenylamino)-2-azetidinones. The size and electronic nature of the imine substituents were varied in order to probe those factors that influence the stereochemistry of the cycloaddition. The stereochemistry of the 2-azetidinone was determined by the substitution pattern of the imines. In general, the stereochemistry of the 2-azetidinone products are significantly influenced by the bulk of the N substituent on the imine. These results are discussed in terms of a two-step zwitterionic intermediate.
Sustainable iron-catalyzed direct imine formation by acceptorless dehydrogenative coupling of alcohols with amines
作者:Garima Jaiswal、Vinod G. Landge、Dinesh Jagadeesan、Ekambaram Balaraman
DOI:10.1039/c6gc00565a
日期:——
The Acceptorless DehydrogenativeCoupling (ADC) of alcohols with amines is reported using a heterogeneous Fe-catalyst.