Organocatalytic regioselective concomitant thiocyanation and acylation of oxiranes using aroyl isothiocyanates

Modi, Anju ; Ali, Wajid ; Patel, Bhisma K. (2017) Organocatalytic regioselective concomitant thiocyanation and acylation of oxiranes using aroyl isothiocyanates Organic Letters, 19 (3). pp. 432-435. ISSN 1523-7060

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Official URL: https://pubs.acs.org/doi/abs/10.1021/acs.orglett.6...

Related URL: http://dx.doi.org/10.1021/acs.orglett.6b03430

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.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:114040
Deposited On:02 May 2018 04:52
Last Modified:02 May 2018 04:52

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