87711-72-6Relevant articles and documents
Ketenimines from Isocyanides and Allyl Carbonates: Palladium-Catalyzed Synthesis of β,γ-Unsaturated Amides and Tetrazoles
Qiu, Guanyinsheng,Mamboury, Mathias,Wang, Qian,Zhu, Jieping
supporting information, p. 15377 - 15381 (2016/12/06)
The reaction of allyl ethyl carbonates with isocyanides in the presence of a catalytic amount of Pd(OAc)2provided ketenimines through β-hydride elimination of the allyl imidoylpalladium intermediates. The insertion of the isocyanide into the π-allyl Pd complex proceeded via an unusual η1-allyl Pd species. The resulting ketenimines were hydrolyzed to β,γ-unsaturated carboxamides during purification by flash column chromatography on silica gel or converted in situ into 1,5-disubstituted tetrazoles by [3+2] cycloaddition with hydrazoic acid or trimethylsilyl azide.
A convenient titanium-mediated intermolecular alkyne-carbonate coupling reaction
Wolan, Andrzej,Cadoret, Frédéric,Six, Yvan
experimental part, p. 7429 - 7439 (2009/12/06)
A direct diastereoselective titanium-mediated intermolecular coupling of internal alkynes with dialkyl carbonates under Kulinkovich-type reaction conditions is presented. The influence of the structures of the coupling partners on the yields and regioselectivities of this transformation is described.
