Thermolysis of 2-phosphabicyclo [2.2. 2] octa-5, 7-dienes: Generation and trapping of P-methyl-and P-phenylphosphaethene

LD Quin, AN Hughes, B Pete

Index: Quin, Louis D.; Hughes, Alan N.; Pete, Bela Tetrahedron Letters, 1987 , vol. 28, # 47 p. 5783 - 5786

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Citation Number: 27

Abstract

Abstract P-Methyl-and P-phenylphosphaethene were generated in solution under very mild conditions in virtually quantitative yield by a thermally-induced extrusion of the phosphorus- containing bridge from appropriately substituted 2-phosphabicyclo [2.2. 2] octa-5, 7-dienes. The phosphaethenes so formed, the simplest yet produced by conventional methods, are trapped readily in [2+ 4] cycloadditions with conjugated dienes.