Thermally Activated Aryl Thioureas as Brønsted Acid Catalysts for C–C Bond Forming Reactions: Synthesis of Symmetrical Trisubstituted Methanes

doi:10.1055/a-1947-5871

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Thermally Activated Aryl Thioureas as Brønsted Acid Catalysts for C–C Bond Forming Reactions: Synthesis of Symmetrical Trisubstituted Methanes

Published Jul 11, 2022 · Achinta Gogoi, Grace Basumatary, G. Bez

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Abstract

A study on relative catalytic efficacy of 1,3-diaryl thioureas has revealed that 1-(3,5-bis(trifluoromethyl)phenyl)-3-phenyl thiourea is an efficient alternative to the Schreiner’s thiourea catalyst (STC) for acid catalyzed activation of carbonyl compounds in the synthesis of symmetrical trisubstituted methanes (TRSMs) at an elevated temperature. Since the preparation of STC involves the use of toxic thiophosgene, the 1-(3,5-bis(trifluoromethyl)phenyl)-3-phenylthiourea represents an easily accessible and simpler alternative. Strikingly, the temperature assisted reaction showed significantly shorter reaction time in comparison to photoirradiation in the thiourea catalyzed Friedel-Crafts type reaction of indole with aldehydes. Simple reaction set-up and excellent yields are some of the highlights of our method.

Study Snapshot

1-(3,5-bis(trifluoromethyl)phenyl)-3-phenylthiourea) is an efficient alternative to Schreiner's thiourea catalyst for synthesis of symmetrical trisubstituted methanes at elevated temperatures, offering a simpler and safer

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Thermally Activated Aryl Thioureas as Brønsted Acid Catalysts for C–C Bond Forming Reactions: Synthesis of Symmetrical Trisubstituted Methanes

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