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Substrate-directed chemo- and regioselective synthesis of polyfunctionalized trifluoromethylarenes via organocatalytic benzannulation
Highly chemo- and regioselective substrate-directed benzannulation of trisubstituted CF3-alkenes and 2-benzylidenemalononitriles or 2-nitroallylic acetates has been achieved via Michael-initiated [4 + 2] or Rauhut–Currier-initiated [3 + 3] annulation. These protocols enable the rapid assembly of str...
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Published in: | Organic chemistry frontiers an international journal of organic chemistry 2020-02, Vol.7 (3), p.563-570 |
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container_title | Organic chemistry frontiers an international journal of organic chemistry |
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creator | Yan-Ling, Ji Xiang-Hong, He Guo, Li Yue-Yan, Ai He-Ping, Li Cheng, Peng Han, Bo |
description | Highly chemo- and regioselective substrate-directed benzannulation of trisubstituted CF3-alkenes and 2-benzylidenemalononitriles or 2-nitroallylic acetates has been achieved via Michael-initiated [4 + 2] or Rauhut–Currier-initiated [3 + 3] annulation. These protocols enable the rapid assembly of structurally important tri-fluoromethylarene cores featuring five or four contiguous functional groups, affording a broad spectrum of products with diverse substituents in generally high yields. These products could be facilely transformed into structurally diverse molecules of synthetic and medicinal interest. |
doi_str_mv | 10.1039/c9qo01436e |
format | article |
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subjects | Acetates Acetic acid Alkenes Chemical reactions Crystallography Functional groups Organic chemistry Regioselectivity Substrates |
title | Substrate-directed chemo- and regioselective synthesis of polyfunctionalized trifluoromethylarenes via organocatalytic benzannulation |
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