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Rhodium(iii)-catalyzed intramolecular annulation through C–H activation: concise synthesis of rosettacin and oxypalmatime
Author(s) -
Liangliang Song,
Guilong Tian,
Yi He,
Erik V. Van der Eycken
Publication year - 2017
Publication title -
chemical communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.837
H-Index - 333
eISSN - 1364-548X
pISSN - 1359-7345
DOI - 10.1039/c7cc06860c
Subject(s) - benzofuran , annulation , benzothiophene , intramolecular force , rhodium , chemistry , catalysis , thiophene , furan , combinatorial chemistry , indole test , pyrrole , functional group , substrate (aquarium) , stereochemistry , organic chemistry , polymer , oceanography , geology
A flexible and efficient rhodium(iii)-catalyzed intramolecular annulation of benzamides bearing tethered alkynes for the synthesis of indolizinones and quinolizinones is reported. This reaction shows a broad substrate scope and excellent functional-group tolerance, including different kinds of heterocyclic substrates, such as furan, thiophene, pyrrole, benzofuran, benzothiophene, indole and isonicotinamide substrates. This method also provides a practical and efficient approach for the synthesis of rosettacin and oxypalmatime.

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