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Research Article Open access CC BY 4.0

Synthesis of 1-Trifluorometylindanes and Close Structures: A Mini Review

Olesya V. Khoroshilova, Aleksander V. Vasilyev

Organics · pp. 348–364 · Published 8 Oct 2021

10.3390/org2040019

Abstract

This review describes methods for the synthesis of 1-trifluomethylindanes and close structures, which are still quite rare and scarcely available compounds. There are two main approaches to obtain 1-CF3-indanes. The first one is the construction of an indane system from CF3 precursors; the main methods are acid-mediated Friedel–Crafts cyclization, transition metal-catalyzed [3+2] annulation, and free-radical transformations. The second approach is the trifluoromethylation of a ready-made indane core by various CF3 sources, such as Ruppert–Prakash or Togni reagents. Many of these synthetic procedures possess high regio- and stereo-selectivity, allowing the preparation of unique 1-CF3-indane structures. In recent years, great attention has been paid to the synthesis of 1-CF3-indanes, due to the discovery of important biologically active properties for these compounds.

Indane Annulation Trifluoromethylation Combinatorial chemistry Chemistry Reagent Stereochemistry Organic chemistry

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