Thiazine-2-thiones as Masked 1-Azadienes in Cascade Dimerization Reactions).

Molecules

Department of Chemistry & Pharmaceutical Sciences and Amsterdam Institute for Molecules, Medicines & Systems, Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081HZ Amsterdam, The Netherlands.

Published: March 2017

We report the unexpected formation of a 1-azadiene dimer from 4,6-diphenyl-3,6-dihydro-2-1,3-thiazine-2-thiones under prolonged microwave irradiation. In this manner, thiazine-2-thiones act as "masked" 1-azadiene equivalents, which makes them useful synthetic tools to access complex heterocyclic frameworks. We compare this dimerization with earlier approaches and elaborate on the observed diastereoselectivity.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6154663PMC
http://dx.doi.org/10.3390/molecules22040541DOI Listing

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