Continuous Flow β‐Zeolite Mediated Regioselective Alkylation of Naphthols Using Alcohols for Peroxynaphthalen‐2(1H)‐one, Azidonaphthalen‐2(1H)‐one and Fluoronaphthalen‐2(1H)‐one

化学 区域选择性 烷基化 沸石 有机化学 药物化学 催化作用
作者
Gokul S. Londhe,Vijay V. Bokade,Boopathy Gnanaprakasam
出处
期刊:Asian Journal of Organic Chemistry [Wiley]
标识
DOI:10.1002/ajoc.202400658
摘要

Herein, we demonstrated continuous flow alkylation of α‐ and β‐naphthols by using various primary and secondary benzylic alcohols in the presence of environmentally benign granular β‐zeolite as a reusable catalyst. For a variety of β‐naphthols, the respective alkylated products with good regioselectivity were obtained in high yields under mild reaction conditions and demonstrated with versatile naphthol derivatives (50 and 44 examples in batch and continuous flow process, respectively). Key advantages of this process are that it is rapid and efficient, facilitates gram‐scale synthesis, and generates water as the sole by‐product. The most significant advantage is the continuous reusability of granular β‐zeolite, which further emphasizes the sustainability of the method. The application of alkylated naphthols for quaternary functionalization was demonstrated through peroxidation, azidation, and halogenation reactions under the continuous flow module, which yielded the respective peroxynaphthalen‐2(1H)‐one, azidonaphthalen‐2(1H)‐one and fluoronaphthalen2(1H)‐one derivatives.

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