Journal article
C-Sulfonylation of 4-Alkylpyridines: Formal Picolyl C-H Activation via Alkylidene Dihydropyridine Intermediates
Journal of organic chemistry, Vol.88(6), pp.3998-4002
03/17/2023
DOI: 10.1021/acs.joc.3c00017
PMCID: PMC10028608
PMID: 36848377
Appears in UI Libraries Support Open Access
Abstract
4-Picoline derivatives are converted to the corresponding aryl picolyl sulfones upon treatment with aryl sulfonyl chlorides and Et
N in the presence of catalytic DMAP. The reaction proceeds smoothly for a variety of alkyl and aryl picolines using a range of aryl sulfonyl chlorides. The reaction is believed to involve
-sulfonyl 4-alkylidene dihydropyridine intermediates and results in formal sulfonylation of unactivated picolyl C-H bonds.
Details
- Title: Subtitle
- C-Sulfonylation of 4-Alkylpyridines: Formal Picolyl C-H Activation via Alkylidene Dihydropyridine Intermediates
- Creators
- Soe L Tun - University of IowaGrant N Shivers - University of IowaF Christopher Pigge - University of Iowa
- Resource Type
- Journal article
- Publication Details
- Journal of organic chemistry, Vol.88(6), pp.3998-4002
- DOI
- 10.1021/acs.joc.3c00017
- PMID
- 36848377
- PMCID
- PMC10028608
- NLM abbreviation
- J Org Chem
- eISSN
- 1520-6904
- Publisher
- American Chemical Society
- Grant note
- DOI: 10.13039/100000057, name: National Institute of General Medical Sciences, award: T32-GM008365
- Language
- English
- Electronic publication date
- 02/27/2023
- Date published
- 03/17/2023
- Academic Unit
- Radiology; Chemistry
- Record Identifier
- 9984375449402771
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