90490-63-4Relevant academic research and scientific papers
A new route to N-substituted heterocycles
Katritzky, Alan R.,Lang, Hengyuan,Lan, Xiangfu
, p. 2829 - 2838 (1993)
N-(Benzotriazol-1-ylmethyl)-indole, - pyrrole, -carbazole, and -benzimidazole, and analogs substituted in the methylene group are converted by lithium aluminum hydride, or by Grignard reagents, or in two cases by organozinc reagents, into the N-substituted heterocycles in good yields.
Palladium-Catalyzed Enantioselective Decarboxylative Allylic Alkylation of Acyclic α- N-Pyrrolyl/Indolyl Ketones
Alexy, Eric J.,Lavernhe, Remi,Stoltz, Brian M.,Zhang, Haiming
supporting information, (2020/06/05)
The synthesis of fully substituted α-N-pyrrolyl and indolyl ketones via enantioselective palladium-catalyzed allylic alkylation is described. The acyclic ketones are alkylated in high yields with high enantioselectivities through the use of an electron-deficient phosphinooxazoline ligand, furnishing a highly congested and synthetically challenging stereocenter. The obtained alkylation products contain multiple reactive sites poised for additional functionalizations and diversification.
Base-catalyzed rearrangement of α-benzotriazolyl alkoxide anions: Synthesis of one-carbon homologated α-substituted alkyl ketones
Katritzky, Alan R.,Zhang, Zhongxing,Lang, Hengyuan,Xie, Linghong
, p. 187 - 194 (2007/10/03)
Deprotonated benzotriazole derivatives (1a-c) reacted with aldehydes to give the α-oxyanion substituted intermediates (2), which upon further treatment with butyllithium, without separation, resulted in the formation of one-carbon homologated α-substituted alkyl ketones (6a-f). Similar treatment of benzotriazole derivatives (1d-f) generated the benzotriazole ring-opening and rearranged products (7a-f). Plausible mechanisms for these reactions have been proposed.
Preparation, Lithiation and Transformation of N-(Benzotriazol-1-ylmethyl) Heterocycles
Katritzky, Alan R.,Drewniak-Deyrup, Malgorzata,Lan, Xiangfu,Brunner, Frederic
, p. 829 - 836 (2007/10/02)
Indole, carbazole, pyrrole, imidazole, benzimidazole, 2-methyl- and 2-phenylbenzimidazole, and 1,2,4-triazole have each been converted into their N-(benzotriazol-1-ylmethyl) derivatives.The pyrrole, indole, and carbazole adducts undergo smooth lithiation
