NDLI: Synthesis of Chromones via an Intramolecular Hydroacylation

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Synthesis of Chromones via an Intramolecular Hydroacylation

Content Provider	Scilit
Author	Vedachalam, S. Maji, B. Zeng, J. Ma, J.
Editor	Wong, Q. -L. Liu, X. -W.
Copyright Year	2011
Description	Reported is an N-heterocyclic carbene catalyzed synthesis of chromones via an intramolecular hydroacylation of activated alkynes. Several NHCs were tested in combination with different bases leading to the optimized conditions shown in the scheme. From tabular data, it appears that optimization of catalyst loading was not investigated. The substrate scope was well studied and yields are generally good. An alkyne bearing an activating EWG is required in order to avoid the formation of intermolecular benzoin products instead of the desired hydroacylation. A plausible reaction mechanism was proposed. Additionally, alkyne tethers with other EWGs (Ac, COt-Bu, COPh, COBn) were shown to participate in the reaction.
Related Links	http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0030-1259847.pdf
Ending Page	0476
Page Count	1
Starting Page	0476
ISSN	18611958
e-ISSN	1861194X
DOI	10.1055/s-0030-1259847
Journal	Synfacts
Issue Number	05
Volume Number	2011
Language	English
Publisher	Georg Thieme Verlag KG
Publisher Date	2011-04-15
Access Restriction	Open
Subject Keyword	Journal: Synfacts Organic Chemistry
Content Type	Text
Resource Type	Article

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