Alcohol-Incorporating Diels-Alder Dimerization of In Situ Formed ortho-Quinamine via Co-Nitrenoid Insertion
- Authors
- Lee, Jeonghyo; Kang, Bora; Kim, Dongwook; Chang, Sukbok
- Issue Date
- Aug-2022
- Publisher
- AMER CHEMICAL SOC
- Citation
- ORGANIC LETTERS, v.24, no.31, pp.5845 - 5850
- Indexed
- SCIE
SCOPUS
- Journal Title
- ORGANIC LETTERS
- Volume
- 24
- Number
- 31
- Start Page
- 5845
- End Page
- 5850
- URI
- https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/189114
- DOI
- 10.1021/acs.orglett.2c02392
- ISSN
- 1523-7060
- Abstract
- We disclose herein a Cp*Co(III)(LX)-catalyzed dearomative Diels-Alder dimerization of 2,6-disubstituted phenyl azidoformates. Upon the postulated cobalt-nitrenoid insertion into the neighboring ortho-carbon, the key intermediate of ortho-quinamine was generated for the subsequent dimeric cycloaddition process. A series of experimental and computational studies suggested that the quinolinol ligand of the cobalt catalyst plays a crucial role in the alcoholic solvent incorporation into the o-quinamine moiety, thereby enabling the Diels- Alder dimerization to furnish the bridged tricyclic bisamidation products.
- Files in This Item
-
Go to Link
- Appears in
Collections - 서울 자연과학대학 > 서울 화학과 > 1. Journal Articles
Items in ScholarWorks are protected by copyright, with all rights reserved, unless otherwise indicated.