期刊
ORGANIC LETTERS
卷 24, 期 16, 页码 2973-2977出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c00773
关键词
-
资金
- MEXT, JSPS, Japan [17H03051]
- Hokko Chemical Industry Co. Ltd.
A reliable method for preparing polysubstituted pyrroles from conjugated iminohexatrienes has been discovered. The reaction involves a Ru(0)-catalyzed cross-dimerization of iminoalkyne with conjugated dienes, followed by treatment with acetic acid to yield 2-alkenylpyrroles.
A reliable method for preparing polysubstituted pyrroles from conjugated iminohexatrienes has been discovered. Ru(0)-catalyzed cross-dimerization of iminoalkyne with conjugated dienes provides a series of conjugated iminohexatrienes. Subsequent treatment with a catalytic amount of acetic acid (7 mol %) leads to an unexpected cyclization yielding 2-alkenylpyrroles. The overall reaction can be considered as a formal (4 + 1) annulation that involves the formation of a conjugated iminohexatriene followed by an intramolecular aza-Michael-type 5-exo-trig cyclization and subsequent proton migration.
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