Organocatalytic Regioselective Concomitant Thiocyanation and Acylation of Oxiranes Using Aroyl Isothiocyanates

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• 作者：Anju Modi ; Wajid Ali ; Bhisma K. Patel
• 刊名：Organic Letters
• 出版年：2017
• 出版时间：February 3, 2017
• 年：2017
• 卷：19
• 期：3
• 页码：432-435
• 全文大小：359K
• ISSN：1523-7052

文摘

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.