BF3-H2O Catalyzed Hydroxyalkylation of Aromatics with Aromatic Aldehydes and Dicarboxaldehydes: Efficient Synthesis of Triarylmethanes, Diarylmethylbenzaldehydes, and Anthracene Derivatives
BF3-H2O Catalyzed Hydroxyalkylation of Aromatics with Aromatic Aldehydes and Dicarboxaldehydes: Efficient Synthesis of Triarylmethanes, Diarylmethylbenzaldehydes, and Anthracene Derivatives
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DOI：
10.1021/jo901668j
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发表时间：
2009-11-20
影响因子：
3.6
通讯作者：
Olah, George A.
中科院分区：
文献类型：
--
作者：
Prakash, G. K. Surya;Panja, Chiradeep;Olah, George A.
一水合BF_3是一种高效的强酸催化剂，也是一种有效的原溶剂化介质，适用于芳烃与芳香醛的羟烷基化反应。该反应已被扩展到芳香族二醛，如对苯二甲酸二甲醛和异对苯二甲酸二甲醛，用于有效合成二芳基甲基苯甲醛，这是有用的催化剂，用于各种有机转化。此外，还成功地实现了由邻苯二甲醛一步收敛合成各种合成有用的蒽衍生物。BF 3-H2O价格较低，可作为非氧化性强质子酸/超强酸的有效替代品。
BF3-monohydrate is found to be ail efficient and strong acid catalyst as well as an effective protosolvating medium suitable for the hydroxyalkylation of arenes with aromatic aldehydes. This reaction has been extended to aromatic dialdehydes, such as terephthalic dicarboxaldehyde and isoterephthalic dicarboxaldehyde, for the efficient synthesis of diarylmethylbenzaldehydes, which are useful synthons for various organic transformations. Further, successful one step convergent synthesis of various synthetically useful anthracene derivatives from phthalaldehyde was also achieved. BF3-H2O is less expensive and acts as an efficient substitute for nonoxidizing strong protic acids/superacids.