期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 85, 期 11, 页码 6970-6980出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c00203
关键词
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资金
- UGC
- CSIR
- DST [EMR/2017/0002413]
- CSIR-IICT [IICT/Pubs./2020/091]
A regio- and stereoselective synthesis of unsymmetrically substituted pentafulvenes is reported via the condensation of readily available ynones and amino crotonates under very mild conditions. The mechanism of this 3 + 2 annulation involved a vinylogous Michael addition followed by an intramolecular enamine aldol condensation. Substrates with o-bromo tether further cyclized to pentannulated hydroquinolines through an isomerization/SNAr in the same reaction pot at the elevated temperature.
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