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Palladium‐Induced Intramolecular Coupling Reactions of Some Alkenyl( o ‐iodobenzyl)silanes
Author(s) -
Teng Zhu,
Keese Reinhart
Publication year - 1999
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/(sici)1522-2675(19990407)82:4<515::aid-hlca515>3.0.co;2-y
Subject(s) - chemistry , intramolecular force , silanes , palladium , carbonylation , medicinal chemistry , coupling (piping) , organic chemistry , photochemistry , catalysis , silane , carbon monoxide , metallurgy , materials science
The first examples for the formation of siloles by intramolecular Heck ‐type cyclizations are reported. Upon treatment with [PdCl 2 (PPh 3 )], the ( o ‐iodobenzyl)vinylsilanes 4a and 4c give the siloles 5a and 5c as well as the vinyl‐transfer products 6a and 6c ( Scheme 2 ), respectively. Under CO pressure 4a and 4c react to the carbonylation products in modest yields ( Scheme 3 ). In addition, carbonylative crossover is observed with 4a .