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Synthesis 2017; 49(10): 2223-2230
DOI: 10.1055/s-0036-1588407
DOI: 10.1055/s-0036-1588407
paper
Formal [3+3] Cyclocondensation of 4-Acyl-1H-pyrrole-2,3-diones with Five-Membered Cyclic Enamines To Form Substituted 1H-Pyrazolo[3,4-b]pyridines and Isoxazolo[5,4-b]pyridines
Further Information
Publication History
Received: 19 October 2016
Accepted after revision: 10 January 2017
Publication Date:
31 January 2017 (online)
![](https://www.thieme-connect.de/media/synthesis/201710/lookinside/thumbnails/ss-2016-z0737-op_10-1055_s-0036-1588407-1.jpg)
Abstract
A highly efficient method for the preparation of multifunctional substituted 1H-pyrazolo[3,4-b]pyridines and isoxazolo[5,4-b]pyridines was developed through the formal [3+3] cascade cyclocondensation of 4-acyl-1H-pyrrole-2,3-diones as 1,3-bis-electrophiles with the five-membered cyclic enamines as 1,3-bis-nucleophiles.
Key words
fused-ring systems - nitrogen heterocycles - oxygen heterocycles - synthetic methods - cascade reactionsSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1588407.
- Supporting Information
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