Improved general method of ortho alkylation of phenols using alkyl isopropyl sulfide, sulfuryl chloride, and triethylamine. An expedient synthesis of representative …

S Inoue, H Ikeda, S Sato, K Horie, T Ota…

Index: Inoue, Seiichi; Ikeda, Hiroshi; Sato, Shuichi; Horie, Kiyohiro; Ota, Tomomi; et al. Journal of Organic Chemistry, 1987 , vol. 52, # 24 p. 5495 - 5497

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Citation Number: 43

Abstract

Summary: Functionalized alkyl groups have been introduced regioselectively into the ortho position of phenols via [2, 3] sigmatropic rearrangement of isopropylphenoxysulfonium alkylide, providing a quite efficient synthesis of precursors for chromans, chromens, coumarins, and da-tocopherol.