Revisiting Furodiindolines: One-Pot Synthesis of Furodiindolines Using Indole 2,3-Epoxide Surrogates and Their Synthetic Applications.


Journal

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

Informations de publication

Date de publication:
03 05 2019
Historique:
pubmed: 19 4 2019
medline: 19 4 2019
entrez: 19 4 2019
Statut: ppublish

Résumé

Furodiindolines have emerged as versatile intermediates in various transformations, which are easily obtained from indole 2,3-epoxide surrogates via a one-pot procedure and allowed access to heterocyclic compounds with structural diversity and complexity. Four types of transformations from the furodiindolines have been achieved: (i) dehydrative rearrangement to afford 2,3'-biindoles, (ii) hydrolysis/cyclization to give 3,4-disubstituted quinolines, (iii) ring-opening/cyclization to give pyrroloindolines, and (iv) aminal cleavage to give a 3,3-disubstituted 2-oxindole.

Identifiants

pubmed: 30997809
doi: 10.1021/acs.orglett.9b01108
doi:

Types de publication

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

Langues

eng

Pagination

3367-3371

Auteurs

Takumi Abe (T)

Faculty of Pharmaceutical Sciences , Health Sciences University of Hokkaido , Ishikari-tobetsu, Hokkaido 0610293 , Japan.

Sakura Aoyama (S)

Faculty of Pharmaceutical Sciences , Health Sciences University of Hokkaido , Ishikari-tobetsu, Hokkaido 0610293 , Japan.

Masami Ohmura (M)

Faculty of Pharmaceutical Sciences , Health Sciences University of Hokkaido , Ishikari-tobetsu, Hokkaido 0610293 , Japan.

Masato Taniguchi (M)

Faculty of Pharmaceutical Sciences , Health Sciences University of Hokkaido , Ishikari-tobetsu, Hokkaido 0610293 , Japan.

Koji Yamada (K)

Faculty of Pharmaceutical Sciences , Health Sciences University of Hokkaido , Ishikari-tobetsu, Hokkaido 0610293 , Japan.

Classifications MeSH