Reactivity of Morita-Baylis-Hillman Adducts in C-H Functionalization of (Hetero)aryl Nitrones: Access to Bridged Cycles and Carbazoles

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Title
Reactivity of Morita-Baylis-Hillman Adducts in C-H Functionalization of (Hetero)aryl Nitrones: Access to Bridged Cycles and Carbazoles
Author(s)
Ashok Kumar Pandey; Dahye Kang; Sang Hoon Han; Heeyoung Lee; Neeraj Kumar Mishra; Hyung Sik Kim; Young Hoon Jung; Sungwoo Hong; In Su Kim
Publication Date
2018-08
Journal
ORGANIC LETTERS, v.20, no.15, pp.4632 - 4636
Publisher
AMER CHEMICAL SOC
Abstract
The rhodium(III)-catalyzed cross-coupling of (hetero)aryl nitrones with Morita-Baylis-Hillman (MBH) adducts is described. An allylated intermediate derived from aryl nitrones and MBH adducts allows the formation of bridged cyclic compounds via an exotype [3 + 2] cycloaddition. In sharp contrast, electron-rich indolinyl or aniline substrates were found to couple with MBH adducts to generate naphthalene or carbazole derivatives, respectively. © 2018 American Chemical Society
URI
https://pr.ibs.re.kr/handle/8788114/4936
ISSN
1523-7060
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > Journal Papers (저널논문)
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