Journal article
Multicomponent Type II Anion Relay Chemistry (ARC): One-Pot Syntheses of 2,3-Disubstituted Furans and Thiophenes
Organic letters, Vol.11(8), pp.1861-1864
04/16/2009
Handle:
https://hdl.handle.net/2376/106621
PMCID: PMC2777545
PMID: 19301924
Abstract
Effective, one-pot syntheses of 2,3-disubstituted furans and thiophenes, exploiting 2-
t
-butyldimethylsilyl-3-formyl furan and thiophene as the respective bifunctional linchpins, have been developed. The synthetic protocol involves multicomponent Type II Anion Relay Chemistry (ARC) mediated by a solvent-controlled C(sp
2
)→ O 1,4-Brook Rearrangement. Simple organolithiums and α-disubstituted ester enolates prove effective as the initiating nucleophiles.
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Details
- Title
- Multicomponent Type II Anion Relay Chemistry (ARC): One-Pot Syntheses of 2,3-Disubstituted Furans and Thiophenes
- Creators
- Nelmi O Devarie-Baez - Department of Chemistry, Washington State University, Pullman, WA 99164Won-Suk Kim - Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104Amos B Smith - Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104Ming Xian - Department of Chemistry, Washington State University, Pullman, WA 99164
- Publication Details
- Organic letters, Vol.11(8), pp.1861-1864
- Academic Unit
- Chemistry, Department of
- Identifiers
- 99900546717101842
- Language
- English
- Resource Type
- Journal article