超声辐照下 2-巯基苯并咪唑与 α-(三氟甲基)苯乙烯的 (3+3)- 嵌合反应

IF 2.5 3区化学 Q2 CHEMISTRY, ORGANIC

European Journal of Organic Chemistry Pub Date : 2024-11-23 DOI:10.1002/ejoc.202401175

Akbar Sohail, Keyume Ablajan, Shahid Ali Khan

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引用次数: 0

摘要

为合成氟化苯并[4,5]咪唑并[2,1-b][1,3]噻嗪，研究人员报道了一种快速简便的 2-巯基苯并咪唑与 α-(三氟甲基)苯乙烯的[3+3]环化声化学路线。反应通过 SN2/SNV 途径进行，而选择性 SN2 途径被完全抑制。所开发的方法对多种底物均有效，可容忍不同的官能团。无需柱层析，直接通过重结晶即可获得高产率（高达 92%）的纯产物。此外，应用声化学方法缩短了反应时间，而且无需昂贵的光催化剂、配体或氧化剂。

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(3+3)‐Annulation of 2‐Mercaptobenzimidazoles With α‐(Trifluoromethyl)styrene Under Ultrasonic Irradiation

A rapid and facile sonochemical route for the [3+3] annulation of 2‐mercapto benzimidazoles with α‐(trifluoromethyl)styrene was reported for the synthesis of fluorinated benzo[4,5]imidazo[2,1‑b][1,3]thiazines. The reaction proceeds through the SN2/SNV pathway while the selective SN2 pathway is completely inhibited. The developed method is effective with a wide range of substrates, tolerating diverse functional groups. The pure products are obtained with high yield (up to 92%) directly via recrystallization without column chromatography. Furthermore, applying sonochemical methodology reduces the reaction time and eliminates the need for expensive photocatalysts, ligands or oxidants.

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来源期刊

European Journal of Organic Chemistry 化学-有机化学

CiteScore

5.40

自引率

3.60%

发文量

752

审稿时长

1 months

期刊介绍： The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.