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Dual gold-catalyzed three-component reaction: efficient synthesis of indene-fused esters, acids, and lactones through gold vinylidene intermediates

Abstract:
A dual gold(I)-catalyzed three-component reaction was developed to prepare indene-fused carboxylic acid derivatives from diynes, alcohols, and pyridine N-oxides in both inter- and intramolecular fashions. The pyridine N-oxides were found to exhibit distinct selectivity unlike the α-oxo gold carbene intermediates in the well-developed gold-catalyzed oxidative functionalization of alkynes. Experimental studies and DFT calculations support double nucleophilic substitution of a gold vinylidene intermediate.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1002/ejoc.201700084

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Institution:
University of Oxford
Oxford college:
St Hilda's College
Role:
Author
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Chinese Academy of Sciences More from this funder
Publisher:
Wiley Publisher's website
Journal:
European Journal of Organic Chemistry Journal website
Volume:
2017
Issue:
11
Pages:
1561-1565
Publication date:
2017-03-17
DOI:
EISSN:
1099-0690
ISSN:
1434-193X
Source identifiers:
688824
Keywords:
Pubs id:
pubs:688824
UUID:
uuid:9efd556d-49b6-4e43-a22a-b8d387eb1607
Local pid:
pubs:688824
Deposit date:
2017-04-17

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