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DOI: 10.1055/s-0031-1289572
Microwave-Assisted One-Pot Synthesis of Pyrazolo[3,4-b]indoles and New Isoxazolo[5,4-b]indoles via Copper-Catalyzed Intramolecular C-N/C-O Bond Formation
Publikationsverlauf
Publikationsdatum:
21. Oktober 2011 (online)
Abstract
A facile one-pot, two-step synthesis of highly substituted pyrazolo[3,4-b]indoles and isoxazolo[5,4-b]indoles was developed via microwave-assisted, copper-catalyzed intramolecular heterocyclization (involving C-N/C-O bond formation) from 3-acetyl-2-chloroindoles in good to excellent yields.
Key words
copper catalysis - 3-acyl-2-chloroindoles - pyrazolo[3,4-b]indoles - isoxazolo[5,4-b]indoles - intramolecular heteroarylation
- Supporting Information for this article is available online:
- Supporting Information
- Primary data for this article are available
online at http://www.thieme-connect.com/ejournals/toc/synthesis
and can be cited using the following DOI: 10.4125/pd0020th.
- Primary Data
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References
The crystal data of compound 2a have been deposited with the Cambridge
Crystallographic Data Centre as supplementary publication no. CCDC
832662. Copies of the data can be obtained, free of charge, on application
to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [Fax:
+44
(1223)336033; E-mail: deposit@ccdc.cam.ac.uk] or
via www.ccdc.cam.ac.uk/data_request/cif.
Compound 2a: C16H13N3, M = 247.29;
unit cell parameters: a = 13.2646(12) Å, b = 14.7200(13) Å, c = 15.4448(14) Å, α = 104.423(2)˚, β = 107.550(2)˚, γ = 112.102(2)˚,
space group P1.