79823-36-2Relevant academic research and scientific papers
Heterocycles from Nitroalkenes, I. - Pyrroles via Michael Addition of Enamines
Meyer, Horst
, p. 1534 - 1544 (2007/10/02)
The principle of a general pyrrole synthesis via cyclising Michael addition of enamines to nitroalkenes is outlined.Condensation of the nitroalkene 7 with various enamines yields the pyrroles 9, 11, 12, 14, 15, 17, 18, 20, 22, 26, 27, 29, and 31.Reaction of 1-nitro-1,2-diphenylethene and the enamine 8 furnishes the pyrroloisoquinoline 32 while addition of 8 to 1-nitrocyclohexene is followed by ring closure to the indoloisoquinoline 33.The pyrrole 14 can also be prepared by multiple-component syntheses, further examples of which are the syntheses of the pyrroles 35, 36, 37, and 38.Scope and advantages of the presented pyrrole synthesis are discussed.
