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Synlett 2019; 30(20): 2247-2252
DOI: 10.1055/s-0039-1690734
DOI: 10.1055/s-0039-1690734
letter
Silver-Mediated Intramolecular Friedel–Crafts-Type Cyclizations of 2-Benzyloxy-3-bromoindolines: Synthesis of Isochromeno[3,4-b] indolines and 3-Arylindoles
Authors
This work was financially supported by a Grant-in-Aid for Young Scientists (B) (Grant No. 16K18849 for T. A.) from the Japan Society for the Promotion of Science (JSPS).
Further Information
Publication History
Received: 25 September 2019
Accepted after revision: 15 October 2019
Publication Date:
05 November 2019 (online)
Abstract
We disclose a silver-mediated intramolecular Friedel–Crafts-type cyclization of 2-benzyloxy-3-bromoindolines to afford an untapped family of isochromeno[3,4-b]indolines and 3-arylindoles, in which deformylative arylation of 2-(4-methoxybenzyloxy)-3-bromoindolines is reported for the first time. The isochromeno[3,4-b]indolines can be readily transformed into other heterocyclic moieties.
Key words
Friedel–Crafts - cyclization - isochromeno[3,4-b]indolines - deformylative arylation - 3-arylindoles - silverSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690734.
- Supporting Information (PDF)
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