138904-87-7Relevant academic research and scientific papers
Oxidation of 1-[(Aryl)(phenylseleno)methyl]-, 1-[(Aryl)(arylthio)-(phenylseleno)methyl]-, and 1-[(Aryl)(diphenylseleno)-methyl]benzotriazoles with m-Chloroperbenzoic Acid
Kang, Yoon Ho,Kim, Kyongtae
, p. 1741 - 1752 (1997)
During the last decade, benzotriazole (1) has received much attention as an excellent synthetic auxiliary [1]. Recently Katritzky, et al. [2] studied the oxidation of 1-(phenylthiomethyl)benzotriazole (2a) and 1-(2-phenyl-1-phenylthioethyl)benzotriazole (2b) and obtained their sulfones and sulfoxides by treatment with m-chloroperbenzoic acid (m-CPBA) and sodium periodate, respectively. No compounds derived from a heterolytic cleavage between the α-carbon and the N-1 atoms of the foregoing compounds were isolated.
Thioalkylation of reactive aromatic compounds with α-(benzotriazol-1-yl)benzyl phenyl sulfide
Katritzky,Xie,Afridi,Fan,Kuzmierkiewicz
, p. 47 - 50 (1993)
1-[α-(Phenylthio)benzyl]- and 1[(4-methylphenyl)(phenylthio)methyl]benzotriazole, readily available from benzotriazole, an aldehyde and thiophenol, react with a variety of active aromatic compounds under mild conditions to give the thioalkylation products in moderate to good yields.
Efficient syntheses of thiochromans via cationic cycloadditions
Katritzky,Button
, p. 5595 - 5600 (2007/10/03)
α-(Benzotriazolyl)methyl thioethers 1a-e reacted with styrenes under Lewis acid catalysis to give novel polysubstituted thiochromans (3,4-dihydro-2H-1 -benzothiopyrans) 3-14 and 16-20 in generally high yields. Most thiochromans were isolated as one diastereomer following recrystallization. The configuration and conformation of the products are predicted on the basis of their NMR data. A stepwise reaction, proceeding via a [4+ + 2] cationic polar cycloaddition mechanism, is proposed.
A convenient route to β-phenylthioalkyl ketones
Katritzky, Alan R.,Fang, Yunfeng,Feng, Daming,Silina, Alina,Prakash, Indra
, p. 331 - 337 (2007/10/03)
The preparation of β-phenylthioalkyl ketones via the reactions of α- benzotriazolylalkyl phenyl sulfides (1a-e) with enamines (5a-d) is described.
182. A Convenient Synthesis of Vinyl Sulfides
Katritzky, Alan R.,Afridi, Amir S.,Kuzmierkiewicz, Wojciech
, p. 1931 - 1935 (2007/10/02)
tert-Alkyl sulfides, with an α-(1H-benzotriazol-1-yl) group 6 and 13, are readily prepared from N--1H-benzotriazoles 3 and N-(11), respectively, by reaction with BuLi and then with the appropriate electrophile.The tert-alkyl sulfides 6 a
