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TfOH-catalyzed reaction of bispropargyl alcohols with 1,3-dicarbonyl compounds

Teng, Q.
; 
Mo, S.
; 
Pan, J.
; ; 
Wang, H.
; 
Pan, Y.
Publication Date
2016
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Keywords
Bispropargyl alcohols, 1, 3-dicarbonyl compounds, [3, 3]-rearrangement, C−C α′-moiety cleavage, 6π-electrocyclization process, 1, 2, 3-trisubstituted benzenes
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Peer-Reviewed
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closedAccess
Accepted for publication
15/10/2015
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Abstract
A transition-metal-free efficient method for the preparation of 1,2,3-trisubstituted benzenes from bispropargyl alcohols and 1,3-dicarbonyl compounds has been developed. The reaction of bispropargyl alcohol with 1,3-dicarbonyl compound proceeds through [3,3]-rearrangement, 6π-electrocyclization, and unexpected Csp3−Csp2 regioselective σ-bond cleavage processes.
URI
http://hdl.handle.net/10454/17870
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Citation
Teng Q, Mo S, Pan J et al (2016) TfOH-catalyzed reaction of bispropargyl alcohols with 1,3-dicarbonyl compounds. Synthesis. 48(3): 455-461.
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https://doi.org/10.1055/s-0035-1560372
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Article
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