Chemoselective synthesis of phosphorus ylides through the reaction of 2-mercaptobenzimidazole and 2-hydroxybenzimidazole with triphenylphosphine and acetylenic esters
作者： Malek T. Maghsoodlou , Reza Heydari , S. Mostafa Habibi Khorassani , Mohammad K. Rofouei , Mahmoud Nassiri
DOI: 10.1080/17415990600838101
关键词:
摘要: A one-step synthesis of dialkyl 2-(2-mercaptobenzimidazole-s-yl)-3-(triphenylphosphoranyliden) succinates and 2-(2-hydroxybenzimidazole-n-yl)-3-(triphenylphosphoranyliden) in fair yields are reported through the reaction acetylenedicarboxylates triphenylphosphine presence 2-mercaptobenzimidazole or 2-hydroxybenzimidazole.
sci-hub.se 参考文章(23)
J.David Smith, The Chemistry of Organophosphorus Compounds. Vol. 1. Primary, secondary and tertiary phosphines, polyphosphines and heterocyclic organophosphorus(III) compounds Journal of Organometallic Chemistry. ,vol. 415, ,(1991) , 10.1016/0022-328X(91)83291-B
John Ivan George Cadogan, Organophosphorus reagents in organic synthesis Academic Press. ,(1979)
A. N. Pudovik, S. K. Sarkar, Chemistry of organophosphorus compounds ,(1989)
A. William Johnson, Ylides and imines of phosphorus ,(1993)
Bruce E. Maryanoff, Allen B. Reitz, The Wittig olefination reaction and modifications involving phosphoryl-stabilized carbanions. Stereochemistry, mechanism, and selected synthetic aspects Chemical Reviews. ,vol. 89, pp. 863- 927 ,(1989) , 10.1021/CR00094A007
M. T. Maghsoodlou, N. Hazeri, S. M.H. Khorassani, M. Nassiri, G. Marandi, G. Afshari, U. Niroumand, An efficient synthesis of stable sulfur-containing phosphoranes derived from 2-mercapto-1-methylimidazole and 2-thiazoline-2-thiol Journal of Sulfur Chemistry. ,vol. 26, pp. 261- 265 ,(2005) , 10.1080/17415990500276238
Issa Yavari, Robabeh Baharfar, Regioselective Reaction between 3-Ethoxalyl-5-methylcyclopentane-1,2,4-trione and Vinyltriphenylphosphonium Salts: Convenient Synthetic Route to Functionalized Cyclopenta[b]furans† Journal of Chemical Research-s. pp. 146- 147 ,(1997) , 10.1039/A608350A
Issa Yavari, Mohammad Reza Islami, Vinyltriphenylphosphonium Salt Mediated Serendipitous Synthesis of a Functionalized Pyrroloisoindole Derivative. New Synthesis of Trimethyl 5-Arylpyrrole-2,3,4-tricarboxylates Journal of Chemical Research-s. pp. 166- 167 ,(1998) , 10.1039/A700719A
G. Wittig, From Diyls to Ylides to My Idyll Science. ,vol. 210, pp. 600- 604 ,(1980) , 10.1126/SCIENCE.210.4470.600
Mohammad Reza Islami, Zahra Hassani, Kazem Saidi, An Efficient and Rapid One-Pot Synthesis of Highly Functionalized Stable Phosphorus Ylides Containing the Sulfur Atom Synthetic Communications. ,vol. 33, pp. 65- 72 ,(2003) , 10.1081/SCC-120015560