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Rhenium-Catalyzed Intramolecular Carboalkoxylation and Carboamination of Alkynes for the Synthesis of C3-Substituted Benzofurans and Indoles.
- Source :
-
Organic letters [Org Lett] 2019 Jul 19; Vol. 21 (14), pp. 5421-5425. Date of Electronic Publication: 2019 Jun 28. - Publication Year :
- 2019
-
Abstract
- A rhenium-catalyzed carboalkoxylation and carboamination of alkyne is reported. This reaction provides an efficient route to synthesize de novo C3-substituted benzofurans and indoles under mild conditions in moderate to good yields. Mechanistic studies revealed that the rhenium played the role of a π acid catalyst to activate the alkynes, followed by a charge-accelerated [3,3]-sigmatropic rearrangement.
Details
- Language :
- English
- ISSN :
- 1523-7052
- Volume :
- 21
- Issue :
- 14
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 31251634
- Full Text :
- https://doi.org/10.1021/acs.orglett.9b01619