These common heterocyclic compound, 103-64-0, name is (2-Bromovinyl)benzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Safety of (2-Bromovinyl)benzene
An oven-dried vial equipped with a stir bar was dessicated. To a solution of CoBr2 (22 mg, 0.10 mmol, 10 mol%), bis-1,2-diphenylphosphinohexane (43.2 mg, 0.10 mmol, 10 mol%), and manganese powder (165 mg, 3 mmol, 3 equiv) in acetonitrile (5 mL) was added the alkenyl bromide (1.5 mmol, 1.5 equiv) at 50 oC. A solution of the chlorodehydropiperidine (1 mmol, 1 equiv) in acetonitrile (5 mL) was added slowly. After completion (as judged by TLC and GC-MS), the reaction mixture was treated with a mild acid such as 10% H3PO4 (aq) and extracted with CH2Cl2. The combined organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure to afford the desired coupling product as an oil. Purification was carried out by flash chromatography on silica (pretreated with 1% Et3N).
The synthetic route of (2-Bromovinyl)benzene has been constantly updated, and we look forward to future research findings.
Reference:
Article; Farah, Abdikani Omar; Archibald, Ryan; Rodriguez, Morgan J.; Moreno, Antonio; Dondji, Blaise; Beng, Timothy K.; Tetrahedron Letters; vol. 59; 38; (2018); p. 3495 – 3498;,
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bromide – Wiktionary