Synthesis of Polycyclic Indolines utilizing a reduction/cyclization cascade reaction
Zhang, J., Xia, W., Qu, M., Huda, S., Ward, J., Rissanen, K., & Albrecht, M. (2021). Synthesis of Polycyclic Indolines utilizing a reduction/cyclization cascade reaction. European Journal of Organic Chemistry, 2021(45), 6097-6101. https://doi.org/10.1002/ejoc.202101191
Published inEuropean Journal of Organic Chemistry
Xia, Wei |
© 2021 The Authors. European Journal of Organic Chemistry published by Wiley-VCH GmbH
Subsequent reduction and dearomatizing cyclization reactions open up an entry into the synthesis of novel N-fused polycyclic indolines. The dearomatizing cyclization as key step of the sequence proceeds well with Cu(OTf)2 or TfOH as catalyst. At elevated temperature reduction of nitro-substituted precursors with iron under acidic conditions affords a broad variety of polycyclic indolines directly in a two-step cascade reaction in good to excellent yields. Using the developed protocol, the alkaloids Tryptanthrin and Phaitanthrin C have been prepared.
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Additional information about fundingJ. Zhang gratefully acknowledges support by the Chinese Scholarship Council (CSC). Kari Rissanen acknowledges an award by the Alexander von Humbold foundation
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