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Catalytic Cascade Reaction to Access Cyclopentane-Fused Heterocycles: Expansion of Pd-TMM Cycloaddition

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Title
Catalytic Cascade Reaction to Access Cyclopentane-Fused Heterocycles: Expansion of Pd-TMM Cycloaddition
Author(s)
Donguk Ko; Seung-yeol Baek; Jae Yul Shim; Ju Young Lee; Mu-Hyun Baik; Eun Jeong Yoo
Publication Date
2019-06
Journal
ORGANIC LETTERS, v.21, no.11, pp.3998 - 4002
Publisher
AMER CHEMICAL SOC
Abstract
© 2019 American Chemical Society.A palladium-catalyzed reaction of N-aromatic zwitterion and trimethylenemethane that gives fused N-heterocycles via dearomative [3 + 2] cycloaddition and intramolecular cyclization is developed, and a cyclopentane-fused cyclic product is generated. Combining computational and experimental studies, the site-selective dearomatization and the mechanism of this novel reaction are investigated in detail, and the value of pyridinium zwitterion as a reactant is demonstrated
URI
https://pr.ibs.re.kr/handle/8788114/5968
DOI
10.1021/acs.orglett.9b01178
ISSN
1523-7060
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
Files in This Item:
B_Catalytic Casacde Reaction_orglett.9b01178.pdfDownload

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