Journal of the Chemical Society. Perkin transactions I p. 2656 - 2661 (1981)
Update date:2022-08-02
Topics:
Brittain, Judith M.
Jones, R. Alan
Jones, Richard O.
King, Trevor J.
2-Dichloromethyl-3,5-bisethoxycarbonyl-4-methylpyrrole (3) yields a thermally labile 5,10-methylenedioxy-5H,10H-dipyrrolo<1,2-a;1',2'-d>pyrazine (1) when heated with 6percent aqueous potassium hydroxide.Upon being heated at 160 deg C the colourless dipyrrolopyrazine is converted into a red bis-(1-azafulvene) system, which can be reconverted photochemically into the dipyrrolopyrazine via a <6? + 6?> cycloaddition reaction.
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Doi:10.1002/anie.200461001
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(1981)Doi:10.1016/S0022-328X(00)81019-0
(1981)Doi:10.1002/mrc.1270200210
(1982)Doi:10.1021/jo049062o
(2004)Doi:10.1039/b600970k
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