tert-Butyl nitrite (TBN) as the N atom source for the synthesis of substituted cinnolines with 2-vinylanilines and a relevant mechanism was studied
Autor: | Ping Yong He, Rulong Yan, Zhenyu An, DaGang Zhou, Xiaobo Pang, Lianbiao Zhao, Ji Xiang Ni |
---|---|
Rok vydání: | 2017 |
Předmět: |
Tert butyl
Electrocyclic reaction 010405 organic chemistry Organic Chemistry 010402 general chemistry Photochemistry 01 natural sciences Biochemistry Medicinal chemistry 0104 chemical sciences chemistry.chemical_compound Dual role Nitrogen atom chemistry Atom Hydroxide Diazo Physical and Theoretical Chemistry Nitrite |
Zdroj: | Organic & Biomolecular Chemistry. 15:6318-6322 |
ISSN: | 1477-0539 1477-0520 |
DOI: | 10.1039/c7ob01553d |
Popis: | A green method to synthesize cinnolines by 6π electrocyclic reaction with alkenyl amines and TBN has been developed. TBN plays a dual role both as a nitrogen atom source and an oxidant in this procedure. Relevant mechanism experiments reveal that the reaction proceeds through electrocyclic reaction and with diazo hydroxide as a key intermediate. |
Databáze: | OpenAIRE |
Externí odkaz: |