《The Tetraethylphosphorodiamidate (OP(O)(NEt2)2) Directed Metalation Group (DMG). Directed ortho and Lateral Metalation and the Phospha Anionic Fries Rearrangement》 was published in Organic Letters in 2020. These research results belong to Alessi, Manlio; Patel, Jignesh J.; Zumbansen, Kristina; Snieckus, Victor. Application In Synthesis of m-Methoxyphenol The article mentions the following:
We report on the tetraethylphosphorodiamidate (-OP(O)(NEt2)2) group as an effective directed metalation group (DMG). Directed ortho-lithiation-electrophile quench of ArOP(O)(NEt2)2 (1a-e; Ar = substituted Ph, 2-naphthyl) provides a general synthesis of ortho-substituted aryl and naphthyl phosphorodiamidates. We also describe the phospha anionic ortho-Fries (AoF) rearrangement of the phosphorodiamidates 1a,b, giving phosphonates 3-R-2-[P(O)(NEt2)2]C6H3OH its vinylogous counterpart to the ortho-tolyl phosphorodiamidates. Intermol. competition experiments demonstrate the approx. equal DMG strength of the -OP(O)(NEt2)2 and the most powerful OCONEt2 groups. In the experiment, the researchers used m-Methoxyphenol(cas: 150-19-6Application In Synthesis of m-Methoxyphenol)
m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneApplication In Synthesis of m-Methoxyphenol
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem