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Paper | Regular issue | Vol 96, No. 3, 2018, pp.440-451
Published online, 21st February, 2018
DOI: 10.3987/COM-17-13865
A Short-Step Synthesis of Onychine and the Related 4-Azafluorenones via Hetero Diels-Alder Reaction of 5-Substituted Isotellurazoles

Yusuke Taneichi, Kazuaki Shimada,* and Toshinobu Korenaga

*Department of Chemistry and Biosciences, Faculty of Science and Engineering, Iwate University, Iwate 020-8551, Japan


Synthesis of onychine and the related 4-azafluorenones was achieved from 5-substituted isotellurazoles through a two-step procedure involving hetero Diels-Alder reaction with methyl phenylpropiolate and the subsequent Friedel-Crafts ring closure of the resulting pyridine derivatives.