Direct Nucleophilic Substitution of Alcohols Using an Immobilized Oxovanadium Catalyst

Direct Nucleophilic Substitution of Alcohols Using an Immobilized Oxovanadium Catalyst
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DOI:
10.1002/ejoc.202100569
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发表时间:
2021-07-12
影响因子:
2.8
通讯作者:
Akai, Shuji
Akai, Shuji
中科院分区:
化学3区
文献类型:
--
作者:
Nishio, Tomoya;Yoshioka, Shin;Akai, Shuji

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采用介孔二氧化硅负载钒氧催化剂(VMPS 4)实现了醇与硫醇或碳亲核试剂的直接亲核取代反应。在温和条件下,苄醇和烯丙醇在该反应中相容,以高产率得到产物。VMPS 4催化剂在酸不稳定官能团的存在下显示出对醇的优异化学选择性,这与对常用的刘易斯酸催化剂观察到的相反,所述催化剂显示出差的选择性。VMPS 4催化剂可以通过简单的离心回收,并保持催化活性超过7个循环。
Direct nucleophilic substitution of alcohols with thiols or carbon nucleophiles was achieved using a mesoporous silica-supported oxovanadium catalyst (VMPS4). Benzyl and allyl alcohols were compatible in this reaction under mild conditions, affording the products in high yields. The VMPS4 catalyst showed excellent chemoselectivity toward alcohols in the presence of acid-labile functional groups, which is in contrast to that observed for the commonly used Lewis acid catalysts, which exhibit poor selectivity. The VMPS4 catalyst could be recycled by simple centrifugation, and the catalytic activity was maintained over seven cycles.