Abstract
A highly efficient and stereoselective arylation of in situ-generated azavinyl carbenes affording 2,2-diaryl enamines at ambient temperatures has been developed. These transition-metal carbenes are directly produced from readily available and stable 1-sulfonyl-1,2,3-triazoles in the presence of a rhodium carboxylate catalyst. In several cases, the enamines generated in this reaction can be cyclized into substituted indoles employing copper catalysis.
| Original language | English |
|---|---|
| Pages (from-to) | 14670-14673 |
| Number of pages | 4 |
| Journal | Journal of the American Chemical Society |
| Volume | 134 |
| Issue number | 36 |
| DOIs | |
| Publication status | Published - 12 Sep 2012 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Chemistry(all)
- Catalysis
- Biochemistry
- Colloid and Surface Chemistry
Cite this
Arylation of rhodium(II) azavinyl carbenes with boronic acids. / Selander, Nicklas; Worrell, Brady T.; Chuprakov, Stepan; Velaparthi, Subash; Fokin, Valery V.
In: Journal of the American Chemical Society, Vol. 134, No. 36, 12.09.2012, p. 14670-14673.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Arylation of rhodium(II) azavinyl carbenes with boronic acids
AU - Selander, Nicklas
AU - Worrell, Brady T.
AU - Chuprakov, Stepan
AU - Velaparthi, Subash
AU - Fokin, Valery V.
PY - 2012/9/12
Y1 - 2012/9/12
N2 - A highly efficient and stereoselective arylation of in situ-generated azavinyl carbenes affording 2,2-diaryl enamines at ambient temperatures has been developed. These transition-metal carbenes are directly produced from readily available and stable 1-sulfonyl-1,2,3-triazoles in the presence of a rhodium carboxylate catalyst. In several cases, the enamines generated in this reaction can be cyclized into substituted indoles employing copper catalysis.
AB - A highly efficient and stereoselective arylation of in situ-generated azavinyl carbenes affording 2,2-diaryl enamines at ambient temperatures has been developed. These transition-metal carbenes are directly produced from readily available and stable 1-sulfonyl-1,2,3-triazoles in the presence of a rhodium carboxylate catalyst. In several cases, the enamines generated in this reaction can be cyclized into substituted indoles employing copper catalysis.
UR - http://www.scopus.com/inward/record.url?scp=84866369102&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84866369102&partnerID=8YFLogxK
U2 - 10.1021/ja3062453
DO - 10.1021/ja3062453
M3 - Article
C2 - 22913576
AN - SCOPUS:84866369102
VL - 134
SP - 14670
EP - 14673
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 36
ER -