Issue 21, 2024

Recent advancement in the synthesis of isothiocyanates

Abstract

Isothiocyanates exhibit various biological characteristics, including antimicrobial, anti-inflammatory, and anticancer properties. Their significance extends to synthetic chemistry, where they serve as valuable platforms for versatile transformations. Consequently, they have attracted the attention of biologists and chemists. This review summarizes recent advancements in the synthesis of isothiocyanates. Access to a variety of starting materials is important to prepare isothiocyanates with diverse structures. This review categorizes synthetic methods into three types based on the starting materials and functional groups: (i) type A, derived from primary amines; (ii) type B, derived from other nitrogen functional groups; and (iii) type C, derived from non-nitrogen groups. Recent trends in synthetic methods have revealed the prevalence of type-A reactions derived from primary amines. However, type B reactions have rarely been reported. Notably, over the past four years, there has been a notable increase in type C reactions, indicating a growing interest in non-nitrogen-derived isothiocyanates. Overall, this review not only outlines the advancements in the synthesis of isothiocyanates but also highlights trends in the methodology.

Graphical abstract: Recent advancement in the synthesis of isothiocyanates

Article information

Article type
Highlight
Submitted
15 Dec 2023
Accepted
06 Feb 2024
First published
15 Feb 2024

Chem. Commun., 2024,60, 2839-2864

Recent advancement in the synthesis of isothiocyanates

B. Maeda and K. Murakami, Chem. Commun., 2024, 60, 2839 DOI: 10.1039/D3CC06118C

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