A Stepwise Annulation for the Transformation of Cyclic Ketones to Fused 6 and 7‐Membered Cyclic Enimines and Enones
Summary of main observation and conclusion The efficient construction of functionalized polycyclic structures is an important objective in organic synthesis. Herein, we disclose a three‐step “[2 + n]” annulation method for the transformation of cyclic ketones to fused enimines and enones. The method...
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Veröffentlicht in: | Chinese journal of chemistry 2019-04, Vol.37 (4), p.315-322 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Summary of main observation and conclusion
The efficient construction of functionalized polycyclic structures is an important objective in organic synthesis. Herein, we disclose a three‐step “[2 + n]” annulation method for the transformation of cyclic ketones to fused enimines and enones. The method relies on the Suzuki coupling reaction and the amide reductive alkenylation reaction. A series of fused bicyclic (6/6, 6/7, 8/7) and tricyclic (6/6/6; 6/6/7, 6/5/7) ring systems bearing an α,β‐enimine or an α,β‐enone functionality have been synthetized in good overall yields.
An expedient protocol for the efficient assembly of cyclic ketones and ω‐unsaturated amides in a “2 + n” manner to produce fused enimines and enones has been developed. |
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ISSN: | 1001-604X 1614-7065 |
DOI: | 10.1002/cjoc.201900035 |