期刊
ORGANIC LETTERS
卷 23, 期 5, 页码 1880-1885出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c00286
关键词
-
资金
- National Natural Science Foundation of China [21472096, J1103306]
The report discusses a P(NMe2)(3)-mediated reductive intramolecular annulation reaction for the synthesis of highly functionalized 2,2-disubstituted 2H-chromenes with a broad substrate scope. Experimental results suggest a cascade reaction of alkene isomerization/vinyl o-quinone methide formation/6 pi-electrocyclization in this annulation process.
In this report, a P(NMe2)(3)-mediated reductive intramolecular annulation reaction has been developed with benzoyl formates bearing a trisubstituted alkene unit. It provides a facile synthesis of highly functionalized 2,2-disubstituted 2H-chromenes with a broad substrate scope and high efficiency. Experimental results suggest this annulation reaction proceeds via a cascade of alkene isomerization/vinyl o-quinone methide formation/6 pi-electrocyclization. As a key intermediate, the vinyl-substituted o-quinone methide is presumably generated by a Kukhtin-Ramirez adduct initiated O -> C vinyl migration.
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