Palladium‐Catalyzed Silylation of Electron‐Deficient Aryl Iodides Using Triorganosilane in the Presence of Pyridine and LiCl | Zendy

Iizuka Muneaki | Zendy; Kondo Yoshinori | Zendy

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Palladium‐Catalyzed Silylation of Electron‐Deficient Aryl Iodides Using Triorganosilane in the Presence of Pyridine and LiCl

Author(s) -

Iizuka Muneaki,

Kondo Yoshinori

Publication year - 2008

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200701141

Subject(s) - chemistry , palladium , aryl , pyridine , silylation , dimethylsilane , hydroxymethyl , medicinal chemistry , catalysis , organic chemistry , rhodium , polymer chemistry , alkyl

Palladium‐catalysed silylation of aryl iodides with electron‐withdrawing groups was efficiently achieved using pyridine and lithium chloride as additives and conducting the reaction at room temperature. Functionalized aryl[2‐(hydroxymethyl)phenyl]dimethylsilanes were also prepared by palladium‐catalysed reaction using THP‐protected [2‐(hydroxymethyl)phenyl]dimethylsilane as a silylating agent followed by deprotection. Rhodium‐catalysed 1,4‐addition of the arylsilane was carried out using cyclohexenone as an enone in excellent yield. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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