Highly Diastereoselective One‐Pot Synthesis of Spirocyclic Oxindoles through Intramolecular Ullmann Coupling and Claisen Rearrangement | Zendy

Miyamoto Hiroshi | Zendy; Okawa Yoichiro | Zendy; Nakazaki Atsuo | Zendy; Kobayashi Susumu | Zendy

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Highly Diastereoselective One‐Pot Synthesis of Spirocyclic Oxindoles through Intramolecular Ullmann Coupling and Claisen Rearrangement

Author(s) -

Miyamoto Hiroshi,

Okawa Yoichiro,

Nakazaki Atsuo,

Kobayashi Susumu

Publication year - 2006

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.200504247

Subject(s) - intramolecular force , claisen rearrangement , chemistry , yield (engineering) , combinatorial chemistry , coupling (piping) , ullmann reaction , stereochemistry , organic chemistry , catalysis , materials science , metallurgy

An efficient and convenient approach to the synthesis of spirocyclic oxindoles from iodoindoles involves a sequential intramolecular CO Ullmann coupling reaction and Claisen rearrangement (see scheme). The one‐pot procedure affords 3‐spiro‐2‐oxindoles in good yield with excellent diastereoselectivities.

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