One-Pot Synthesis of Trifluoromethylated Quinazolin-4(3H)‑ones with Trifluoroacetic Acid as CF3 Source

One-Pot Synthesis of Trifluoromethylated Quinazolin-4(3H)‑ones with Trifluoroacetic Acid as CF3 Source

A novel and convenient one-pot sequential cascade method for the preparation of 2-trifluoromethylquinazolin-4­(3H)-ones is described. Trifluoroacetic acid (TFA) was employed as inexpensive and readily available CF3 source, which in the presence of T3P was condensed with a variety of anthranilic acid...

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Veröffentlicht in:Journal of organic chemistry 2018-05, Vol.83 (9), p.5104-5113
Hauptverfasser: Almeida, Sofia, Marti, Roger, Vanoli, Ennio, Abele, Stefan, Tortoioli, Simone
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container_end_page 5113
container_issue 9
container_start_page 5104
container_title Journal of organic chemistry
container_volume 83
creator Almeida, Sofia
Marti, Roger
Vanoli, Ennio
Abele, Stefan
Tortoioli, Simone
description A novel and convenient one-pot sequential cascade method for the preparation of 2-trifluoromethylquinazolin-4­(3H)-ones is described. Trifluoroacetic acid (TFA) was employed as inexpensive and readily available CF3 source, which in the presence of T3P was condensed with a variety of anthranilic acids and amines to provide the products in up to 75% yield. The protocol was proved to be robust on 80 g scale, and the synthetic versatility of the prepared quinazolinon-4-ones was demonstrated by derivatization to further useful building blocks.
doi_str_mv 10.1021/acs.joc.8b00389
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title One-Pot Synthesis of Trifluoromethylated Quinazolin-4(3H)‑ones with Trifluoroacetic Acid as CF3 Source
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