Synthesis of 2,3‐Disubstituted Indoles by a Rhodium‐Catalyzed Aromatic Amino‐Claisen Rearrangement of  N ‐Propargyl Anilines | Zendy

Saito Akio | Zendy; Kanno Ayumi | Zendy; Hanzawa Yuji | Zendy

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Synthesis of 2,3‐Disubstituted Indoles by a Rhodium‐Catalyzed Aromatic Amino‐Claisen Rearrangement of N ‐Propargyl Anilines

Author(s) -

Saito Akio,

Kanno Ayumi,

Hanzawa Yuji

Publication year - 2007

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200605162

Subject(s) - aniline , propargyl , claisen rearrangement , cationic polymerization , rhodium , catalysis , ring (chemistry) , chemistry , medicinal chemistry , propane , organic chemistry

Give me a ring! A cationic Rh I catalyst promotes the formation of fused arenes containing a five‐membered ring (see scheme) by an aromatic amino‐Claisen rearrangement of N ‐propargyl aniline derivatives in refluxing hexafluoro‐2‐propanol (HFIP). cod=1,5‐cyclooctadiene, dppp=1,3‐bis(diphenylphosphanyl)propane, Tf=trifluoromethanesulfonyl.

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