Abstract
The ruthenium-catalyzed hydroarylation of alkynes with benzamides proceeds regio- and stereoselectively through a directed C-H bond cleavage. Preliminary mechanistic investigations indicate that the reaction involves amide-directed ortho-metalation, carbometalation of alkyne, and protonolysis. Similarly, phenylazoles also add to alkynes regioselectively.
| Original language | English |
|---|---|
| Pages (from-to) | 2058-2061 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 14 |
| Issue number | 8 |
| DOIs | |
| Publication status | Published - 2012 Apr 20 |
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ASJC Scopus subject areas
- Organic Chemistry
- Physical and Theoretical Chemistry
- Biochemistry
Cite this
Ruthenium(II)-catalyzed regio- and stereoselective hydroarylation of alkynes via directed C-H functionalization. / Hashimoto, Yuto; Hirano, Koji; Satoh, Tetsuya; Kakiuchi, Fumitoshi; Miura, Masahiro.
In: Organic Letters, Vol. 14, No. 8, 20.04.2012, p. 2058-2061.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Ruthenium(II)-catalyzed regio- and stereoselective hydroarylation of alkynes via directed C-H functionalization
AU - Hashimoto, Yuto
AU - Hirano, Koji
AU - Satoh, Tetsuya
AU - Kakiuchi, Fumitoshi
AU - Miura, Masahiro
PY - 2012/4/20
Y1 - 2012/4/20
N2 - The ruthenium-catalyzed hydroarylation of alkynes with benzamides proceeds regio- and stereoselectively through a directed C-H bond cleavage. Preliminary mechanistic investigations indicate that the reaction involves amide-directed ortho-metalation, carbometalation of alkyne, and protonolysis. Similarly, phenylazoles also add to alkynes regioselectively.
AB - The ruthenium-catalyzed hydroarylation of alkynes with benzamides proceeds regio- and stereoselectively through a directed C-H bond cleavage. Preliminary mechanistic investigations indicate that the reaction involves amide-directed ortho-metalation, carbometalation of alkyne, and protonolysis. Similarly, phenylazoles also add to alkynes regioselectively.
UR - http://www.scopus.com/inward/record.url?scp=84860194480&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84860194480&partnerID=8YFLogxK
U2 - 10.1021/ol300579m
DO - 10.1021/ol300579m
M3 - Article
VL - 14
SP - 2058
EP - 2061
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 8
ER -