使用芳酰基异硫氰酸酯实现环氧化合物的区域选择性同时硫氰化和酰化的有机催化反应。
Organocatalytic Regioselective Concomitant Thiocyanation and Acylation of Oxiranes Using Aroyl Isothiocyanates.
机构信息
Department of Chemistry, Indian Institute of Technology Guwahati , North Guwahati 781039, India.
出版信息
Org Lett. 2017 Feb 3;19(3):432-435. doi: 10.1021/acs.orglett.6b03430. Epub 2017 Jan 11.
PMID:28075598
Abstract
A regioselective and concomitant transfer of thiocyanate (-SCN) and aroyl/acyl (-COR) groups from aroyl/acyl isothiocyanates onto oxiranes was achieved, giving thiocyanato benzoates in 100% atom economy. In this biomimetic organocatalytic process, one part (-SCN) of aroyl/acyl isothiocyanates acts as the nucleophile whereas the other half (-COR) serves as an electrophilic partner.
摘要
芳酰基/酰基异硫氰酸酯可将硫氰酸根（-SCN）和芳酰基/酰基（-COR）基团同时、高区域选择性地转移到环氧化合物上，以 100%的原子经济性得到硫氰酸根苯甲酸酯。在这个仿生有机催化过程中，芳酰基/酰基异硫氰酸酯的一部分（-SCN）作为亲核试剂，而另一半（-COR）则作为亲电试剂。
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