Microwave-Accelerated Alkylation of Arenes/Heteroarenes with Benzylic Alcohols Using Antimony(III) Chloride as Catalyst: Synthesis of O-Heterocycles
作者:Sandip Nayak、Prashant Shukla、Manoj Choudhary
DOI:10.1055/s-0030-1260795
日期:2011.7
An efficient protocol for alkylation of electron-rich arenes/heteroarenes with benzylicalcohols under microwave irradiation using antimony(III) chloride as catalyst has been developed. The mild reaction conditions, high yields, operational simplicity, and applicability to various substrates render the approach a useful route for the synthesis of diaryl/triarylalkane. In addition, a new route for the
catechol, resorcinol, and hydroquinone, and their twenty-three alkyl and benzyl substituted derivatives were evaluated by means of an oxygen-absorption method at 60 °C for determining the oxidation of tetralin. Catechols exhibited a much higher stoichiometric factor (2.0—2.3) compared with those of other compounds. The stoichiometric factors of hydroquinones (0.6—1.1) are almost half those of catechols
通过氧吸收法在 60 °C 下测定四氢萘的氧化程度,评估了二元酚,如儿茶酚、间苯二酚和对苯二酚及其二十三个烷基和苄基取代衍生物的抗氧化活性。与其他化合物相比,儿茶酚表现出更高的化学计量系数 (2.0-2.3)。氢醌的化学计量因子(0.6-1.1)几乎是儿茶酚的一半,而间苯二酚的化学计量因子更低(0.3-0.6)。此外,儿茶酚、氢醌和间苯二酚在诱导期 (Rinh) 的氧化速率分别为 1.1—1.6 × 10−6、3.0—3.8 × 10−6 和 13.3—18.4 × 10−6 M min−1 , 分别。根据这些结果,儿茶酚和氢醌是有效的抗氧化剂,由于醌结构的形成,它们的活性可能取决于作为氧化产物的苯氧基自由基的稳定性。此外,邻苯二酚衍生的苯氧基自由基的稳定性高于...
Simple and efficient methods were developed for sp(2)-sp(3) and sp(3)-sp(3) C-C bond-activation reactions of 2-substituted 1,3-diketones. 3-Substituted 3-bromopentane-2,4-diones were deacylated in the presence of an aromatic compound and a silica gel supported Bronsted acid containing sulfonic groups. The carbocation formed by cleavage of the sp(3)-sp(3) C-C bond of the dione alkylated the aromatic compound.
CONDENSATION OF PHENOLS AND NAPHTHOLS WITH STYRENE