Alkylation of the dianion of. beta.-keto phosphonates. Versatile synthesis of dimethyl (2-oxoalkyl) phosphonates

PA Grieco, CS Pogonowski

Index: Grieco,P.A.; Pogonowski,C.S. Journal of the American Chemical Society, 1973 , vol. 95, # 9 p. 3071 - 3072

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Citation Number: 92

Abstract

3012 agents, including isopropyl iodide, a facile reaction occurred. The monoalkylated products were isolated in good yield (Table I). Yields have not been opti- mized. ... Table I. Alkylation of Dianion from (CH30)2P(=O)CHzCOCH3 Yield of Bp of 2, "C RX 2,"tb z (P, mm) CHaI 11 68-70 (0.1) CHiCHzCHzCHzI 70 88-89 (0.1) CH,CH,CH,CH,Br 70 87-89 io, 1 j (CHihCHI 65 74-76 (0.07) CHGCHCHZBr 15 84-85 (0.1) CeHsCHzCl 10 120-122 (0.5)