78675-96-4Relevant 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
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.
