NDLI: Silylboranes bearing dialkylamino groups on silicon as silylene equivalents: palladium-catalyzed regioselective synthesis of 2,4-disubstituted siloles.

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Silylboranes bearing dialkylamino groups on silicon as silylene equivalents: palladium-catalyzed regioselective synthesis of 2,4-disubstituted siloles.

Content Provider	Semantic Scholar
Author	Ohmura, Toshimichi Masuda, Kohei Suginome, Michinori
Copyright Year	2008
Abstract	Silylpinacolboranes bearing dialkylamino groups on the silicon atom served as synthetic equivalents of silylene in palladium-catalyzed reactions with terminal alkynes, leading to the formation of 2,4-disubstituted siloles in high yield. It was found that the amino group on the silicon atom was critically important for the reaction; no silole products were found in reactions using silylpinacolboranes carrying aryl, chloro, or alkoxy groups on the silicon atoms. Site-selective bromination of 1,1-dimethyl-2,4-diphenylsilole followed by Migita−Kosugi−Stille coupling with (arylalkynyl)tributylstannanes gave novel π-conjugated siloles with good total yields.
Starting Page	179
Ending Page	185
Page Count	7
File Format	PDF HTM / HTML
Alternate Webpage(s)	http://home.cc.umanitoba.ca/~budzelaa/CHEM4680/Presentations/jacs_2008_1526.pdf
PubMed reference number	18197663v1
Alternate Webpage(s)	https://doi.org/10.1021/ja073896h
DOI	10.1021/ja073896h
Journal	Journal of the American Chemical Society
Volume Number	130
Issue Number	5
Language	English
Access Restriction	Open
Subject Keyword	1-octyne AROMATICS Alkenes Alkynes Amino Acid Metabolism, Inborn Errors Aromatic-L-Amino-Acid Decarboxylases CAV1 wt Allele Carnitine esters:SCnt:Pt:Tiss:Qn Chloride Ion Cyclization DUOXA1 gene Eighty Equivalent Weight Esters Ligands Maxillary left canine abutment Maxillary left central incisor abutment Maxillary left lateral incisor abutment Maxillary right first premolar abutment Maxillary right first premolar implant Maxillary right second premolar abutment Mole, unit of measurement N-substituted Glycines Occur (action) PULMONARY HYPERTENSION, PRIMARY, 3 Palladium Parkinson Disease Phosphine:MCnc:Pt:Air:Qn Reagents Science Silicon Telling untruths alkoxy phenyl phenylacetylene pneumococcal capsular polysaccharide type 10A vaccine silole tertiary triethyl phosphine gold
Content Type	Text
Resource Type	Article

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