Concepedia

A simple and efficient procedure for the preparation of p-quinols by hypervalent iodine oxidation of phenols and phenol tripropylsilyl ethers

Alexander McKillop, Lee McLaren, Richard J. K. Taylor

Journal of the Chemical Society Perkin Transactions 1 · 1994 · 53 citations · 19 references

DOI

Concepts

Abstract

Oxidation of para-substituted phenols with [bis(trifluoroacetoxy)iodo] benzene (BTIB) in aqueous acetonitrile at 0 °C gives p-quinols in moderate to good yields; higher yields are obtained when tripropylsilyl ethers of phenols are used.

References

19

Hypervalent iodine oxidation of p-alkoxyphenols and related compounds: a general route to p-benzoquinone monoacetals and spiro lactones

Yasumitsu Tamura, Takayuki Yakura, Jun‐ichi Haruta et al. · The Journal of Organic Chemistry · 1987 · 323 citations

, , +4

Total synthesis of discorhabdin C: a general aza spiro dienone formation from O-silylated phenol derivatives using a hypervalent iodine reagent

Yasuyuki Kita, Hirofumi Tohma, Masanao Inagaki et al. · Journal of the American Chemical Society · 1992 · 183 citations

, , +8

Hypervalent iodine oxidation of N-acyltyramines: synthesis of quinol ethers, spirohexadienones, and hexahydroindol-6-ones

Yasuyuki Kita, Hirofumi Tohma, Kazumi Kikuchi et al. · The Journal of Organic Chemistry · 1991 · 172 citations

, , +4

Phenolic oxidation with (diacetoxyiodo)benzene

Andrew Pelter, Said Elgendy · Tetrahedron Letters · 1988 · 169 citations

, , +9

Studies on the synthesis of Stemona alkaloids; stereoselective preparation of the hydroindole ring system by oxidative cyclization of tyrosine

Peter Wipf, Yun-Tae Kim · Tetrahedron Letters · 1992 · 111 citations

, , +4