Jian-Chao Liu

Bio: Jian-Chao Liu is an academic researcher from Central China Normal University. The author has contributed to research in topics: Carbodiimide & Ring (chemistry). The author has an hindex of 3, co-authored 11 publications receiving 27 citations.

Synthesis of Derivatives of Pyrido[4,3-d]pyrimidin-4(3H)-one via an Iminophosphorane

Abstract: A series of new, 2-substituted 3-aryl-8,9,10,11-tetrahydro-5-methyl[1]benzothieno[3′,2′ : 5,6]pyrido[4,3-d]pyrimidin-4(3H)-ones, compounds 5a–q, were designed and synthesized via the aza-Wittig reaction as the key step. The iminophosphorane 1 reacted with phenyl isocyanate (or 4-chlorophenyl isocyanate) to the carbodiimide 4, which was cyclized to 5 upon addition of different amines, EtOH, or phenols in the presence of a catalytic amount of EtONa or K2CO3 (Schemes 1 and 2). The structures of compounds 5 were confirmed by IR, 1H- and 13C-NMR, EI-MS, elemental analyses, and, in the case of 5l, by single-crystal X-ray diffraction (Figure).

Synthesis and structure of 2-substituted thieno [3',2' :5,6 ]pyrido-[4,3 -d]pyrimidin -4(3H)-one derivatives

Abstract: A series of new 2-substituted 3-(4-chlorophenyl)-5,8,9-trimethylthieno[3′,2′: 5,6]pyrido[4,3-d]pyrimidin-4(3H)-ones 8 were synthesized via an aza-Wittig reaction. Phosphoranylideneamino derivatives 6a or 6b reacted with 4-chlorophenyl isocyanate to give carbodiimide derivatives 7a or 7b, respectively, which were further treated with amines or phenols to give compounds 8 in the presence of a catalytic amount of EtONa or K2CO3. The structure of 2-(4-chlorophenoxy)-3-(4-chlorophenyl)-5,8,9-trimethylthieno[3′,2′: 5,6]pyrido[4,3-d]pyrimidin-4(3H)-one (8j) was comfirmed by X-ray analysis.

3‐(4‐Chloro­phen­yl)‐5‐methyl‐2‐propyl­amino‐8,9,10,11‐tetra­hydro‐2‐benzothieno­[2′,3′;2,3]­pyrido[4,5‐d]pyrimidin‐4(3H)‐one

Abstract: The asymmetric unit of the title compound, C23H23ClN4OS, contains two crystallographically independent mol­ecules in which the orientations of the propyl­amine group and chloro­phenyl rings with respect to the fused ring system are different. The terminal cyclo­hexene ring adopts a half-chair conformation. The crystal packing is stabilized by N—H⋯O, N—H⋯N and C—H⋯O hydrogen bonds and π–π inter­actions.

Carbodiimide-based synthesis of N-heterocycles: moving from two classical reactive sites to chemical bond breaking/forming reaction

Abstract: Carbodiimides are a unique class of heterocumulene compounds that display distinctive chemical properties. The rich chemistry of carbodiimides has drawn increasing attention from chemists in recent years and has made them exceedingly useful compounds in modern organic chemistry, especially in the synthesis of N-heterocycles. This review has outlined the extensive application of carbodiimides in the synthesis of N-heterocycles from the 1980s to today. A wide range of reactions for the synthesis of various types of N-heterocyclic systems (three-, four-, five-, six-, seven-, larger-membered and fused heterocycles) have been developed on the basis of carbodiimides and their derivatives.

Vilsmeier reaction of 3-aminopropenamides: one-pot synthesis of pyrimidin-4(3H)-ones.

Abstract: A facile one-pot synthesis of pyrimidin-4(3H)-ones was developed via reactions of a series of readily available 3-aminopropenamides with varied Vilsmeier reagents, and a mechanism involving sequential halogenation, formylation, and intramolecular nucleophilic cyclization is proposed.

Compounds and compositions as kinase inhibitors

Abstract: The invention provides a novel class of 2,7-naphthyridin derivatives; pharmaceutical compositions comprising such compounds and methods of using such compounds to treat o prevent diseases or disorders associated with abnormal or deregulated kinase activity,particulary Syk,ZAP70,KDR,FMS,FLT*,c-Kit,RET,TrkA,TrkB,TrkC-GR-1R,Alk,c- FMS.or combinations thereof.