111198-03-9Relevant academic research and scientific papers
Direct methyl C(sp3)-H azolation of thioanisoles: Via oxidative radical coupling
Wang, Xin,Li, Changhao,Zhang, Yixiao,Sun, Kai,Zhang, Bing
, p. 8364 - 8368 (2019/09/30)
A method for metal-free, 1,3-dibromo-5,5-dimethylhydantoin mediated methyl C(sp3)-H bond azolation of thioanisoles has been developed, affording a facile route for the construction of nitrogen-functionalized thioanisoles, possibly via a nitrogen-centered radical process. This reaction represents an important addition to the limited number of existing methods for the methyl C(sp3)-H bond functionalization of thioanisoles, and may find practical application in the synthesis of nitrogen-alkylated azoles.
Design and application of new imidazolylsulfonate-based benzyne precursor: An efficient triflate alternative
Kovacs, Szabolcs,Csincsi, Adam I.,Nagy, Tibor Zs.,Boros, Sandor,Timari, Geza,Novak, Zoltan
supporting information; experimental part, p. 2022 - 2025 (2012/06/16)
Several o-(trimethylsilyl)aryl imidazolylsulfonates were synthesized in a simple process and successfully applied in cycloadditions involving benzyne intermediates. The precursor offers an efficient alternative for generating benzynes compared to widely used ortho TMS triflates under similar reaction conditions. With the utilization of this new precursor, the formation of potentially genotoxic trifluoromethanesulfonate side product is eliminated. The applicability of the new benzyne precursor was demonstrated in different types of cycloaddition reactions to prepare heterocyclic molecules.
Synthesis of α-benzotriazole sulfides promoted by samarium diiodide
Lu, Genliang,Zhan, Zhuangping,Zhang, Yongmin
, p. 3657 - 3663 (2007/10/03)
1-(Benzotriazol-1-yl) unsymmetrical diorganyl sulfides were synthesized via replacement of chlorine atom in 1-(benzotriazol-1-yl)-1-chloromethane with thiolate anions promoted by SmI2.
The Chemistry of N-Substituted Benzotriazoles. Part 1. 1-(Chloromethyl)-benzotriazole
Katritzky, Alan R.,Rachwal, Stanislaw,Caster, Kenneth C.,Mahni, Fatma,Law, Kam Wah,Rubio, Olga
, p. 781 - 790 (2007/10/02)
The N-chloromethyl group of 1-(chloromethyl)benzotriazole undergoes nucleophilic substitution by carbon, nitrogen, phosphorus, oxygen, and sulphur nucleophiles. α-Lithiation was achieved in high yield in 1-phenylthiomethyl-, 1-phenylsulphinylmethyl-, and 1-(phenylsulphonylmethyl)benzotriazoles and the lithio derivatives reacted with a variety of electrophiles.New benzotriazolium salts were prepared by quaternization of the N-3 nitrogen with methyl iodide.
