A Role for Isatin Azomethine Imines as a Dipolarophile in Cycloaddition Reactions.


Journal

Organic letters
ISSN: 1523-7052
Titre abrégé: Org Lett
Pays: United States
ID NLM: 100890393

Informations de publication

Date de publication:
18 09 2020
Historique:
pubmed: 3 9 2020
medline: 3 9 2020
entrez: 3 9 2020
Statut: ppublish

Résumé

An unusual [2 + 3] cycloaddition of isatin azomethine imines (AIs) and in situ generated azaoxyallyl cations has been developed. It is the first example where AIs serve as the [C,O] 2-atom synthon in organic synthesis. This work not only reveals a new role of isatin AIs in cycloaddition reaction but also provides an efficient access to unprecedented spiroheterocycle compounds.

Identifiants

pubmed: 32875804
doi: 10.1021/acs.orglett.0c02705
doi:

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

7358-7362

Auteurs

Qing-Yun Fang (QY)

School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou 221116, Jiangsu, China.

Hai-Shan Jin (HS)

School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou 221116, Jiangsu, China.

Ru-Bing Wang (RB)

State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.

Li-Ming Zhao (LM)

School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou 221116, Jiangsu, China.
State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.

Classifications MeSH