Organic chemistry in water (part v) Nucleophilic addition of water-soluble phosphines on activated Alkynes: an efficient synthesis of new vinylphosphonium salts and …
C Larpent, G Meignan, H Patin
Index: Larpent, Chantal; Meignan, Gerard; Patin, Henri Tetrahedron, 1990 , vol. 46, # 18 p. 6381 - 6398
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Citation Number: 42
Abstract
Triphenylphosphinc m-trisulfonate [P (mC6H4S03Na) 3= TPPTS] 1 and triphenylphosphine m-monosulfonate [Ph2P (mC6H4SO3Na)= TPPMS] 2 react in water with activated alkynes RC s CA (A= CO2H, CO2Rl, COR2, CHO) affording new vinylphosphonium salts or vinylphosphine oxides or alkenes depending on the pH of the aqueous solution and on the nature of the substituent R. The reactions of 1 or 2 with alkynes bearing an electron- ...
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