102354-16-5Relevant articles and documents
Synthesis of substituted benzenes from α-methylene ketones
Khaidem, Ibomacha Singh,Singh, Sagolsem Lokhol,Singh, Laishram Ramananda,Khan, Mohd Ziaur Rahman
, p. 911 - 914 (2007/10/03)
A new general method for the synthesis of substituted benzenes from cyclic ketones having active methylene groups via the corresponding hydroxymethylene ketones and enamino-ketones has been developed. Formylation of these ketones with ethyl formate followed by enamination with pyrrolidine produces enamino-ketones which on reaction with threefold excess of malononitrile in boiling benzene in the presence of ammonium acetate in acetic acid gives the substituted benzenes in good yield. The reaction has been extended to aliphatic and aromatic ketones having active methylene groups to give substituted benzenes and biphenyls, respectively.
Iminoformylation Reaction of Substituted Crotonnitriles. I. Synthesis of New N,N-Disubstituted 4-Amino-1,1-dicyanobuta-1,3-dienes
Koeckritz, P.,Sattler, R.,Liebscher, J.
, p. 567 - 579 (2007/10/02)
A usefull and efficient method for the synthesis of 4-amino-1,1-dicyanobuta-1,3-dienes 10-20 based on the iminoformylation reaction of crotonnitriles 7-9 with the system triethyl orthoformate/secondary amine in the presence of an acidic catalyst is described.This novel route to the title compounds yields products which are easy to isolate and to purify and also allows to prepare the hitherto unknown N-aryl substituted 4-amino-1,1-dicyanobuta-1,3-dienes.Hence it is advantageous as compared to existing iminoformylation reactions of crotonnitriles using formamide acetals.
