Automated Multistep Continuous Flow Synthesis of 2-(-Indol-3-yl)thiazole Derivatives.

Synthesis (Stuttg)

Apoptosis and Cell Death Research Program & Conrad Prebys Center for Chemical Genomics, Sanford-Burnham Medical Research Institute, 10901 N. Torrey Pines Rd., La Jolla, CA 92037.

Published: January 2012

The multistep continuous flow assembly of 2-(-indol-3-yl)thiazoles using a Syrris AFRICA synthesis station is reported. Sequential Hantzsch thiazole synthesis, deketalization and Fischer indole synthesis provides rapid and efficient access to highly functionalized, pharmacologically significant 2-(-indol-3-yl)thiazoles. These complex, drug-like small molecules are generated in reaction times of less than 15 min and in high yields (38%-82% over three chemical steps without isolation of intermediates).

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3953499PMC
http://dx.doi.org/10.1055/s-0031-1290953DOI Listing

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