A versatile and convenient multigram synthesis of methylidenemalonic acid diesters

JL De Keyser, CJC De Cock, JH Poupaert…

Index: Keyser, Jean-Luc De; Cock, Christian J. C. De; Poupaert, Jacques H.; Dumont, Pierre Journal of Organic Chemistry, 1988 , vol. 53, # 20 p. 4859 - 4862

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Citation Number: 35

Abstract

IC1 > I, and the reagent IC13 is especially useful for the rearrangement of 1 (R = Br, F), (3) treatment of 1 (R = H, Br, F), or 2 (R = H) with IC13 afforded 4 with the formation of 7, and (4) the reactivity of the substrate is in the order of R = CH30 > Bu' > H > Br > F as expected. The formation of 6 (R = H) and 6 (R = Br) from the corresponding 1 with 2 equiv of I2 and the formation of 5 (R = Bu') from 1 (R = Bu') with 1.2 equiv of I2 suggest that 4 was formed via these compounds. ...