Regioselectivity of pyrrole synthesis from diethyl aminomalonate and 1, 3-diketones: further observations

…, JR Brough, KK Buller, EE Erikson

文献索引：Paine, John B.; Brough, Jonathan R.; Buller, Kathy K.; Erikson, Erika E. Journal of Organic Chemistry, 1987 , vol. 52, # 18 p. 3986 - 3993

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被引用次数: 29

摘要

1, 3-Diketones 1 react with diethyl aminomalonate (2) in boiling acetic acid to afford ethyl 2- pyrrolecarboxylates 6. Considerable regioselectivity was noted for the following classes of diketone: 2-acylcyclohexanones 10a, b [to give the 4, 5, 6, 7-tetrahydroindoles lla, b], 2- acylcyclopentanones 10c, d [to give the novel 2, 4, 5, 6-tetrahydrocyclopenta [c] pyrroles 13a, b], l-phenyl-2-alkyl-1, 3-alkanediones 17a-d [to give the 3-phenylpyrroles 19a-d], 3- ...