Selective Isomerization of a Terminal Olefin Catalyzed by a Ruthenium Complex: The Synthesis of Indoles through Ring‐Closing Metathesis | Zendy

Arisawa Mitsuhiro | Zendy; Terada Yukiyoshi | Zendy; Nakagawa Masako | Zendy; Nishida Atsushi | Zendy

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Selective Isomerization of a Terminal Olefin Catalyzed by a Ruthenium Complex: The Synthesis of Indoles through Ring‐Closing Metathesis

Author(s) -

Arisawa Mitsuhiro,

Terada Yukiyoshi,

Nakagawa Masako,

Nishida Atsushi

Publication year - 2002

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.200290031

Subject(s) - isomerization , ruthenium , ring closing metathesis , catalysis , acyclic diene metathesis , chemistry , carbene , metathesis , olefin fiber , medicinal chemistry , styrene , ring (chemistry) , photochemistry , organic chemistry , copolymer , polymerization , polymer

A ruthenium complex , generated from the Grubbs carbene catalyst with vinyloxytrimethylsilane, catalyzed the isomerization of terminal alkenes RCH 2 CHCH 2 to internal alkenes RCHCHCH 3 . Application of this olefin isomerization to 2‐( N ‐allylamino)styrene gave the corresponding enamines, which were converted into indoles by a standard ring‐closing metathesis, see scheme (Ts=tosyl).

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