Microwave-assisted combined Mitsunobu reaction–Claisen rearrangement and microwave-assisted phenol oxidation: rapid synthesis of 2, 6-disubstituted-1, 4- …

AM Jacob, CJ Moody

Index: Jacob, Aouregan M.; Moody, Christopher J. Tetrahedron Letters, 2005 , vol. 46, # 51 p. 8823 - 8825

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Citation Number: 33

Abstract

Microwave irradiation of a phenol, an allylic alcohol, di-isopropyl azodicarboxylate and triphenylphosphine at 220–240° C for 30min results in a combined Mitsunobu reaction and Claisen rearrangement to give the rearranged 2-allylphenol. Following the first detailed study of microwave-assisted phenol oxidation, rapid syntheses of the natural products primin and 2-methoxy-6-pentadecyl-1, 4-benzoquinone (four reaction steps, total reaction time ...