Loading...
Search for:
vinyl-ethers
0.005 seconds
Synthesis of dithiocarbamates by Markovnikov addition reaction in PEG and their application in amidoalkylation of naphthols and indoles
, Article Journal of the Brazilian Chemical Society ; Volume 26, Issue 7 , 2015 , Pages 1500-1508 ; 01035053 (ISSN) ; Dadras, A ; Ramezani, M ; Shamiri, E. V ; Hooshmand, S. E ; Hashemi, M. M ; Sharif University of Technology
Sociedade Brasileira de Quimica
2015
Abstract
Synthesis of dithiocarbamates by the one-pot three-component Markovnikov addition reaction of an amine, carbon disulfide and an alkyl vinyl ether or N-vinylpyrrolidone is reported in polyethylene glycol (PEG) under a mild and green procedure with high yields and completely regiospecific. Also, the products were used as efficient starting materials for amidoalkylation of electron-rich arenes such as naphthols and indoles
Synthesis of fulvene vinyl ethers by gold catalysis
, Article Chemistry - A European Journal ; Volume 26, Issue 23 , 2020 , Pages 5280-5287 ; Schwarz, J ; Lustosa, D. M ; Pourkaveh, R ; Hoffmann, M ; Rominger, F ; Rudolph, M ; Dreuw, A ; Hashmi, A. S. K ; Sharif University of Technology
Wiley-VCH Verlag
2020
Abstract
Gold-catalyzed cyclization of 1,5-diynes with ketones as reagents and solvent provides diversely substituted vinyl ethers under mild conditions. The regioselectivity of such gold-catalyzed cyclizations is usually controlled by the scaffold of the diyne. Herein, we report the first solvent-controlled switching of regioselectivity from a 6-endo-dig- to 5-endo-dig-cyclization in these transformations, providing fulvene derivatives. With respect to the functional-group tolerance, aryl fluorides, chlorides, bromides, and ethers are tolerated. Furthermore, the mechanism and selectivity are put to scrutiny by experimental studies and a thermodynamic analysis of the product. Additionally,...