904238-92-2Relevant academic research and scientific papers
Annulation of Conjugated Azine-Imine with a Sulfoxonium Ylide in a Noncarbenoid Route to Synthesize Multisubstituted Imidazole-Fused Heterocycles
Guchhait, Sankar K.,Saini, Meenu,Khivsara, Viren J.,Giri, Santosh K.
, p. 5380 - 5387 (2021/05/05)
A new [4+1]-annulation of in situ generated heterocyclic azine-aldimines with β-keto sulfoxonium ylides has been developed. The reaction constructs N-fused imidazole rings. In the reaction, the ylides play a dual-functional role of a nucleophilic 1,1-dipo
Novel one-pot pseudo four component reaction: Expeditious synthesis of functionalized imidazo[1,2-a]pyridines
Sanaeishoar, Haleh,Nazarpour, Roya,Mohave, Fouad
, p. 68571 - 68578 (2015/09/01)
A new and efficient one-pot synthesis of imidazo[1,2-a]pyridines has been described. In this approach the installation of C-3 imine substituent on the imidazopyridine framework was developed. Corresponding products were prepared in mild conditions by reac
CuSO4-glucose for in situ generation of controlled Cu(I)-Cu(II) bicatalysts: Multicomponent reaction of heterocyclic azine and aldehyde with alkyne, and cycloisomerization toward synthesis of N-fused imidazoles
Guchhait, Sankar K.,Chandgude, Ajay L.,Priyadarshani, Garima
experimental part, p. 4438 - 4444 (2012/07/03)
The catalytic efficiency of mixed Cu(I)-Cu(II) system in situ generated by partial reduction of CuSO4 with glucose in ethanol (nonanhydrous) under open air has been explored. With this catalysis, the multicomponent cascade reaction of A3-coupling of heterocyclic amidine with aldehyde and alkyne, 5-exo-dig cycloisomerization, and prototropic shift has afforded an efficient and eco-friendly synthesis of therapeutically important versatile N-fused imidazoles. Diverse heterocyclic amidines, several of which are known to be poorly reactive, and aldehydes are compatible in this catalytic process.
A chemoselective Ugi-type reaction in water using TMSCN as a functional isonitrile equivalent: Generation of heteroaromatic molecular diversity
Guchhait, Sankar Kumar,Chaudhary, Vikas,Madaan, Chetna
, p. 9271 - 9277,7 (2012/12/12)
KF-mediated nucleophilic activation of TMSCN as a functional isonitrile equivalent establishes an efficient and chemoselective Ugi-type multicomponent reaction of a heterocyclic amidine and aldehyde with TMSCN in water. In this approach, the use of isocyanide is circumvented, known competing reactions are virtually eliminated, pure products are obtained by a non-chromatographic method, and therapeutically relevant and diverse N-fused 3-aminoimidazoles can be prepared from a wide variety of aldehydes and heterocyclic amidines. This reaction coupling with cascade cyclization provides various privileged tetracyclic heteroaromatic scaffolds.
