One-Pot Synthesis of Terminal Alkynes from Alkenes

被引:0
|
作者
Bilanin, Cristina [1 ]
Singh, Amravati S. [1 ]
Martinez-Belenguer, Lluis [1 ]
Leyva-Perez, Antonio [1 ]
机构
[1] Univ Politecn Valencia, Agencia Estatal Consejo Super Invest Cient, Inst Tecnol Quim UPV CSIC, Valencia 46022, Spain
来源
JACS AU | 2024年 / 4卷 / 08期
关键词
alkynes; alkenes; one-pot reaction; dehydrogenative hydrosilylation; vinyl silane; iodosobenzene; ruthenium catalysis; acetylene; EFFICIENT METHOD; DEHYDROGENATION; HYDROSILANES; ALKENYLATION; GENERATION; CATALYZES; SALTS; MILD;
D O I
10.1021/jacsau.4c00599
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The direct synthesis of terminal alkynes from widely available terminal alkenes is an unmet challenge in organic synthesis. Here, we show that alkyl and aromatic terminal alkenes can be converted to the corresponding alkynes in a one-pot process consisting of a Ru-catalyzed dehydrogenative hydrosilylation, followed by an oxidative dehydrogenative reaction of the vinyl silane intermediate, enabled by the combination of PhIO with BF3. This formal alkene dehydrogenation reaction with commercially available reagents and under mild reaction conditions gives access to terminal alkynes in a simple manner, including acetylene.
引用
收藏
页码:3284 / 3294
页数:11
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