127876-37-3Relevant articles and documents
Rhodium-Catalyzed Regioselective N2-Alkylation of Benzotriazoles with Diazo Compounds/Enynones via a Nonclassical Pathway
Wang, Kai,Chen, Ping,Ji, Danqing,Zhang, Xinhao,Xu, Guangyang,Sun, Jiangtao
, p. 12489 - 12493 (2018)
A novel rhodium-catalyzed highly selective N2-alkylation of benzotriazoles with diazo compounds/enynones is achieved, providing N2-alkylated benzotriazoles in good to excellent yields and with excellent N2 selectivities. Importantly, different to traditional carbene insertion into X?H (X=N, O etc) bonds, DFT calculations disclose that this selective N2-alkylation probably proceeds through a formal 1,3- rather than 1,2-H shift to give the final products.
Green and efficient protocol for N-alkylation of benzotriazole using basic ionic liquid [Bmim]OH as catalyst under solvent-free conditions
Le, Zhang-Gao,Zhong, Tao,Xie, Zong-Bo,Lue, Xue-Xia,Cao, Xia
experimental part, p. 2525 - 2530 (2010/09/14)
N-Alkylation of benzotriazole bearing an acidic hydrogen atom attached to nitrogen with alkyl halides is accomplished in basic ionic liquid [Bmim]OH (1-butyl-3-methylimidazolium hydroxide) under solvent-free conditions. The procedure is convenient and efficient and generally affords the N-alkylated product. Taylor & Francis Group, LLC.
Aqueous micellar medium in organic synthesis: Alkylations and Michael reactions of benzotriazole
Mashraqui, Sabir Hussain,Kumar, Sukeerthi,Mudaliar, Chandrasekhar Dayal
, p. 2133 - 2138 (2007/10/03)
The feasibility of aqueous micelles of cetyltrimethylammonium bromide in catalyzing C-N bond formation has been studied with respect to N-alkylations of benzotriazole (Bt). Alkylations with various alkylating agents and the addition of Bt across activated double bonds in the Michael fashion occurred successfully in fair-to-good yields in the aqueous micellar regime. These reactions provided a mixture of N-1 and N-2 alkylated products, with a marked preference for N-1 over N-2 isomers. Micellar catalysis has been evaluated experimentally to indicate over a 50% micellar contribution to these alkylations in contrast to their aqueous counterparts. Since, N-alkyl benzotriazoles are of potential biological interest, the present micellar procedure offers a convenient alternative to other available methods.