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Regiodivergent Conversion of Alkenes to Branched or Linear Alkylpyridines

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Title
Regiodivergent Conversion of Alkenes to Branched or Linear Alkylpyridines
Author(s)
Minseok Kim; Sanghoon Shin; Yejin Koo; Sungwoo Jung; Sungwoo Hong
Publication Date
2022-01
Journal
ORGANIC LETTERS, v.24, no.2, pp.708 - 713
Publisher
AMER CHEMICAL SOC
Abstract
Herein we report a practical protocol for the visible-lightinduced regiodivergent radical hydropyridylation of unactivated alkenes using pyridinium salts. This approach provides a unified synthetic platform to control the regioselectivity of the synthesis of linear or branched C4-alkylated pyridines. A remarkable selectivity switch from the antiMarkovnikov to the Markovnikov product can be achieved by the addition of tetrabutylammonium bromide. The versatility of this protocol is further demonstrated based on the late-stage functionalization in pharmaceuticals.
URI
https://pr.ibs.re.kr/handle/8788114/11211
DOI
10.1021/acs.orglett.1c04156
ISSN
1523-7060
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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