Combining photochemistry and catalysis: rapid access to sp - rich polyheterocycles from simple pyrroles.

Chem Sci

School of Chemistry , University of Bristol, Cantock's Close , Bristol , BS8 1TS , UK . Email: ; http://www.chm.bris.ac.uk/org/bmilburn/index2.htm.

Published: March 2016

Use of FEP flow reactor technology allows access to gram quantities of photochemically-generated tricyclic aziridines. These undergo a range of novel palladium-catalyzed ring-opening and cycloaddition reactions, likely driven by their inherent strain, allowing incorporation of further functionality by fusing additional heterocyclic rings onto these already complex polycyclic cores. This rapid, 2-step access to complex sp - rich heterocycles should be of interest to those in the fields of drug discovery and natural product synthesis.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5977501PMC
http://dx.doi.org/10.1039/c5sc04062kDOI Listing

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