428441-84-3Relevant articles and documents
Regioselectivity in the Reaction of 2-Aminobenzothiazoles and 2-Aminobenzimidazoles with Enaminonitriles and Enaminones: Synthesis of Functionally Substituted Pyrimido[2,1-b][1,3]benzothiazole and Pyrimido[1,2-a]benzimidazole Derivatives
Alnajjar, Abdulaziz,Abdelkhalik, Mervat Mohammed,Riad, Hossam Mohammed,Sayed, Samia Mohammed,Sadek, Kamal Usef
, p. 2760 - 2765 (2018/11/10)
A variety of new polyfunctionally substituted benzo[d]pyrimido[2,1-b][1,3]thiazole and benzo[4,5]imidazo[1,2-a]pyrimidine derivatives have been synthesized. The general synthetic procedure used for this purpose involves the condensation of 2-aminobenzothiazole and 2-aminobenzimidazole with a variety of enaminonitriles, enaminones, and acrylaldehyde. The regioselectivity for initial attack of either endocyclic ring nitrogen or exocyclic amino group was studied and rationalized for. It has been concluded that ring nitrogen is the most reactive cite in acidic medium, and cyclic intermediate can also be isolated, attesting to this conclusion upon cyclization. However, in basic or neutral medium, the exocyclic amino group was found to be the most reactive center. All structures of the newly synthesized compounds were elucidated by elemental analysis, spectral data, and alternative synthetic route whenever possible.
Metal-free synthesis of 1,3,5-trisubstituted benzenes by the cyclotrimerization of enaminones or alkynes in water
Wan, Jie-Ping,Lin, Yunfang,Hu, Kaikai,Liu, Yunyun
, p. 20499 - 20505 (2014/06/09)
The cyclotrimerization reactions of enaminones and electron deficient terminal alkynes have been efficiently performed in water in the presence of only a small amount of lactic acid. The reactions led to the green synthesis of a variety of 1,3,5-triacylbenzenes without using any metal as catalyst. Brief investigation on different elaboration of the triacylbenzene product demonstrated the versatile synthetic application of these 1,3,5-triacylbenzenes. This journal is the Partner Organisations 2014.
Enaminones in organic synthesis: A novel synthesis of 1,3,5-trisubstituted benzene derivatives and of 2-substituted-5-aroylpyridines
Abdel-Khalik, Mervat Mohammed,Elnagdi, Mohamed Hilmy
, p. 159 - 164 (2007/10/03)
Enaminones undergo self-condensation on reflux in acidic media yielding 1,3,5-trisubstituted benzene in very high yields. Reaction of enaminones 1a,b with ethyl propiolate affords 5-aroyl-1,3-benzene dicarboxylate derivatives.
