The reaction of terminal alkynes with hydrosilanes and tert-alkyl isocyanides in the presence of Rh(4)(CO)(12) gives (Z)-β-silyl-α,β-unsaturated imines in good yields. On the other hand, the use of aryl isocyanides in place of tert-alkyl isocyanides leads to the formation of E isomers.
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http://dx.doi.org/10.1021/ja202881y | DOI Listing |
ACS Omega
July 2024
Department of Chemistry and Centre for Advanced Studies, Panjab University, Chandigarh 160 014, India.
The Groebke-Blackburn-Bienaymé (GBB) reaction is a well-established three-component reaction for synthesizing imidazofused scaffolds from heterocyclic amidines, aldehydes, and isonitriles. However, the replacement of pyridoxal as an aldehyde component in this reaction results in the formation of the furo[2,3-]pyridine skeleton as an "unusual GBB product". Despite the interesting nature of this unusual reaction, not much work was further reported.
View Article and Find Full Text PDFJ Am Chem Soc
July 2011
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
The reaction of terminal alkynes with hydrosilanes and tert-alkyl isocyanides in the presence of Rh(4)(CO)(12) gives (Z)-β-silyl-α,β-unsaturated imines in good yields. On the other hand, the use of aryl isocyanides in place of tert-alkyl isocyanides leads to the formation of E isomers.
View Article and Find Full Text PDFJ Am Chem Soc
June 2003
Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University, Higashi-Hiroshima 739-8527, Japan.
Arynes, generated in situ from 2-(trimethylsilyl)aryl triflate and a fluoride ion, were found to insert into a silicon-silicon bond of cyclic disilanes in the presence of a catalytic amount of a palladium-tert-alkyl isocyanide complex to afford diverse benzo-annulated disilacarbocycles straightforwardly in modest to high yields.
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