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Cover Picture: Expedient Synthesis of N‐Fused Indoles: A CF Activation and CH Insertion Approach (Angew. Chem. Int. Ed. 43/2009)
Author(s) -
Fuchibe Kohei,
Kaneko Tsukasa,
Mori Keiji,
Akiyama Takahiko
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200904020
Subject(s) - carbenoid , ring (chemistry) , int , indole test , substructure , molecule , chemistry , nitrogen atom , stereochemistry , insertion reaction , crystallography , atom (system on chip) , niobium , catalysis , organic chemistry , structural engineering , rhodium , computer science , engineering , embedded system , operating system
N‐Fused indoles appear in the structures of various biologically active molecules, but synthesis of the fused‐ring substructure has proved difficult. T. Akiyama and co‐workers describe in their Communication on page 8070 ff. a new route in which a niobium carbenoid is generated by niobium‐catalyzed activation of the normally inactive C–F bonds of a CF 3 group. The carbenoid then undergoes insertion into a neighboring C(sp 3 )H bond adjacent to a nitrogen atom to furnish the N‐fused indole skeleton.