132401-46-8Relevant academic research and scientific papers
Ionic Liquid Promoted Diazenylation of N-Heterocyclic Compounds with Aryltriazenes under Mild Conditions
Cao, Dawei,Zhang, Yonghong,Liu, Chenjiang,Wang, Bin,Sun, Yadong,Abdukadera, Ablimit,Hu, Haiyan,Liu, Qiang
supporting information, p. 2000 - 2003 (2016/06/01)
An efficient, mild, and metal-free approach to direct diazenylation of N-heterocyclic compounds with aryltriazenes using Br?nsted ionic liquid as a promoter has been developed for the first time. Many N-heterocyclic azo compounds were synthesized in good to excellent yields at room temperature under an open atmosphere. Notably, the promoter 1,3-bis(4-sulfobutyl)-1H-imidazol-3-ium hydrogen sulfate could be conveniently recycled and reused with the same efficacies for at least four cycles.
NEW HETEROCYCLIC SYNTHESES FROM α-HALOHYDRAZONES. REARRANGEMENTS OF α-ARYLAMINO- AND α-ARYLTHIOACYLHYDRAZONES IN ACID MEDIUM
Benincori, Tiziana,Fusco, Raffaello,Sannicolo, Franco
, p. 635 - 639 (2007/10/02)
α-(Arylamino)-acylhydrazones 1d-f react with polyphosphoric acid to give 2-arylazoindoles 3a-d through a cyclodehydration process involving the arylamino moiety.A deviation from the expected course is observed with the aldehydic substrates 1a-c which give the isatine derivatives 2a-c. α-(Arylthio)-acylhydrazones 1g-i give the 3-(arylthio)cinnolines 4b-d and 4-aminophenyl phenylsulphide 5, the latter being formed through an unprecedented rearrangement.A similar rearrangement is shown by α-phenylthio-α-phenylhydrazonobenzaldehyde, 6, which give 2-aminophenyl phenyl sulphide, 7.
