NHC-Catalyzed [2 + 4] Annulation of Alkynyl Ester with Chalcone

An NHC-catalyzed [2 + 4] cyclization of alkynyl ester with α,β-unsaturated ketone to form a pyran scaffold was developed successfully. The cheap and easily available starting materials, mild reaction conditions, moderate to excellent yields, and high atom economy make this strategy attractive for th...

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Published inJournal of organic chemistry Vol. 87; no. 10; pp. 6902 - 6909
Main Authors Lu, Fangfang, Chen, Yangxu, Song, Xue, Yu, Chenxia, Li, Tuanjie, Zhang, Kai, Yao, Changsheng
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 20.05.2022
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ALKYNOATES
NUCLEOPHILES
ACTIVATION
FACILE SYNTHESIS
ACID
ENANTIOSELECTIVE SYNTHESIS
HETEROCYCLES
ALLENOATES
FORMAL 3+3 ANNULATION
3-COMPONENT
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Summary:An NHC-catalyzed [2 + 4] cyclization of alkynyl ester with α,β-unsaturated ketone to form a pyran scaffold was developed successfully. The cheap and easily available starting materials, mild reaction conditions, moderate to excellent yields, and high atom economy make this strategy attractive for the syntheses of highly substituted 4H-pyran derivatives.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c00022