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Synthesis of 2-boryl-1,3-butadienes from tributylphosphine stabilized zirconacyclopropenes and alkynes
Authors:Alina Botvinik   Abed Al Aziz Quntar   Avri Rubinstein  Morris Srebnik  
Affiliation:aDepartment of Medicinal Chemistry and Natural Products, Hebrew University, Jerusalem 91120, Israel;bDepartment of Pharmaceutics. Hebrew University, Jerusalem 91120, Israel;cDepartment of Material Engineering, Faculty of Engineering, Al Quds University, Abu Dies, East Jerusalem, Palestinian Authority
Abstract:Boryl zirconacycopropenes stabilized with tributylphosphine react with alkynes (terminal and internal) to give predominately 2-boryl-1,3-butadienes, 5, in 40-81% isolated yields. Products 5 are accompanied by 4-boryl-1,3-butadienes in 7-23% when terminal alkynes are inserted. However, the use of an internal alkyne (3-hexyne) gave predominantly 6c.
Keywords:Boryl zirconacyclopropene   Phosphine   Alkyne insertion   Boryl-1,3-butadiene
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