Sequential Synthesis of Furans from Alkynes: Successive Ruthenium(II)‐ and Copper(II)‐Catalyzed Processes | Zendy

Zhang Min | Zendy; Jiang HuanFeng | Zendy; Neumann Helfried | Zendy; Beller Matthias | Zendy; Dixneuf Pierre H. | Zendy

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Sequential Synthesis of Furans from Alkynes: Successive Ruthenium(II)‐ and Copper(II)‐Catalyzed Processes

Author(s) -

Zhang Min,

Jiang HuanFeng,

Neumann Helfried,

Beller Matthias,

Dixneuf Pierre H.

Publication year - 2009

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.200805531

Subject(s) - alkyne , catalysis , furan , chemistry , ruthenium , hydrolysis , alcohol , copper , medicinal chemistry , ether , alkyl , organic chemistry

Step in time : 2,5‐Disubstituted furans can be prepared from terminal alkynes in one pot using two successive catalytic reactions (see scheme; p ‐TSA= para ‐toluenesulfonic acid). First, a 1,3‐dienyl alkyl ether is produced by the dimerization of a terminal alkyne and addition of an alcohol catalyzed by [RuCp*(NCMe) 3 ][PF 6 ]. Then, consecutive hydrolysis and cyclization catalyzed by CuCl 2 provides the 2,5‐disubstituted furan.

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