Facile construction of dibenzodioxo[3.3.1]nonanes bearing spirocyclohexadienones via domino [4 + 2] cycloaddition/C(sp 3 )-H oxidative dehydrogenation coupling reactions

Facile construction of dibenzodioxo[3.3.1]nonanes bearing spirocyclohexadienones via domino [4 + 2] cycloaddition/C(sp 3 )-H oxidative dehydrogenation coupling reactions

A novel palladium catalyzed homodimerization of -hydroxyphenyl substituted -QMs has been developed [4 + 2] cycloaddition/oxidative dehydrogenation coupling domino reactions. An interesting palladium catalyzed intramolecular benzyl C-H oxidation dehydrogenation to form a transannular C(sp )-O bond wa...

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Veröffentlicht in:Organic & biomolecular chemistry 2022-12, Vol.20 (47), p.9392-9396
Hauptverfasser: Chen, Genhui, Li, Hongjiao, Liang, Guojuan, Pu, Qian, Bai, Lijuan, Zhang, Dexin, Ye, Ying, Li, Yong, Zhou, Jing, Zhou, Hui
Format: Artikel
Sprache:eng
Schlagworte:
Cascade chemical reactions
Chemical reactions
Coupling
Cycloaddition
Dehydrogenation
Nonanes
Oxidation
Palladium
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Zusammenfassung:A novel palladium catalyzed homodimerization of -hydroxyphenyl substituted -QMs has been developed [4 + 2] cycloaddition/oxidative dehydrogenation coupling domino reactions. An interesting palladium catalyzed intramolecular benzyl C-H oxidation dehydrogenation to form a transannular C(sp )-O bond was found. This protocol provided an efficient method to construct various dibenzodioxo[3.3.1]nonanes bearing spirocyclohexadienones.
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob01860h