Abstract
| Original language | English |
|---|---|
| Journal | Organic Letters |
| Early online date | 16 Jun 2017 |
| DOIs | |
| Publication status | E-pub ahead of print - 16 Jun 2017 |
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Keywords
- acyl chloride
- pyridine N-oxides
- cyclic ethers
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A regioselective three component reaction of pyridine N-oxides, acyl chlorides and cyclic ethers. / Jones, D. Heulyn; Kay, Steven T.; McLellan, Jayde A.; Kennedy, Alan R.; Tomkinson, Nicholas C. O.
In: Organic Letters, 16.06.2017.Research output: Contribution to journal › Article
TY - JOUR
T1 - A regioselective three component reaction of pyridine N-oxides, acyl chlorides and cyclic ethers
AU - Jones, D. Heulyn
AU - Kay, Steven T.
AU - McLellan, Jayde A.
AU - Kennedy, Alan R.
AU - Tomkinson, Nicholas C. O.
PY - 2017/6/16
Y1 - 2017/6/16
N2 - A novel 3-component reaction of pyridine N-oxides, acyl chlorides and cyclic ethers is described. Treatment of an electron defi-cient pyridine N-oxide with an acyl chloride in the presence of a cyclic ether at 25–50 °C leads to a substituted pyridine as a single regioisomer in up to 58% isolated yield. Isotopic labelling experiments and substrate scope support the reaction proceeding through a carbene intermediate.
AB - A novel 3-component reaction of pyridine N-oxides, acyl chlorides and cyclic ethers is described. Treatment of an electron defi-cient pyridine N-oxide with an acyl chloride in the presence of a cyclic ether at 25–50 °C leads to a substituted pyridine as a single regioisomer in up to 58% isolated yield. Isotopic labelling experiments and substrate scope support the reaction proceeding through a carbene intermediate.
KW - acyl chloride
KW - pyridine N-oxides
KW - cyclic ethers
UR - http://pubs.acs.org/doi/abs/10.1021/acs.orglett.7b01481
U2 - 10.1021/acs.orglett.7b01481
DO - 10.1021/acs.orglett.7b01481
M3 - Article
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
ER -