111679-38-0Relevant articles and documents
Carboxylic Acid Directed C-H Arylation of Azulene
Png, Zhuang Mao,Tam, Teck Lip Dexter,Xu, Jianwei
, p. 5009 - 5013 (2020)
The first example of directed C-H activation for azulene is reported. A variety of 2-arylazulenes are obtainable exclusively from 1-azulene carboxylic acids, with yields of up to 82percent. Some heteroaryl groups such as pyridine and thiophene are also tolerated in the reaction. The efficacy of the reaction is found to be highly dependent on the conditions, with a phosphate base and a bulky carboxylic acid being key additives.
Efficient preparation of 2-azulenylboronate and Miyaura-Suzuki cross-coupling reaction with aryl bromides for easy access to poly(2-azulenyl)benzenes
Ito, Shunji,Terazono, Tomomi,Kubo, Takahiro,Okujima, Tetsuo,Morita, Noboru,Murafuji, Toshihiro,Sugihara, Yoshikazu,Fujimori, Kunihide,Kawakami, Jun,Tajiri, Akio
, p. 5357 - 5366 (2007/10/03)
This paper describes an efficient preparation of 2-azulenylboronate (6) starting from 2-iodoazulene by halogen-metal exchange reaction using n-BuLi and subsequent quenching with 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane. The boronate 6 has been found to undergo Pd-catalyzed Miyaura-Suzuki cross-coupling reaction with a range of aryl bromides including aromatic poly bromides utilizing Pd2(dba)3-P(t-Bu)3 as a catalyst and establishes a strategy to produce novel poly(2-azulenyl)benzenes, some of which are found to be insoluble in common organic solvents, however. The redox behavior of 2-arylazulenes and poly(2-azulenyl)benzenes was examined by cyclic voltammetry (CV) and compared with those of 6-azulenylbenzene derivatives reported previously.
