Formal Aniline Synthesis from Phenols through Deoxygenative N-Centered Radical Substitution
Phenolic, lignin-derived substrates have emerged as desirable biorenewable chemical feedstocks for coupling reactions. A radical-mediated conversion of phenol derivatives to anilines is reported, using unfunctionalized hydroxamic acids as the N-centered radical source. The applicability of this triethyl phosphite mediated O-atom transfer approach, which tolerates a range of steric and electronic demands to naturally occurring phenols and lignin models, has been demonstrated in this work to access the corresponding aniline derivatives.
Lardy, Samuel W.,Luong, Kristine C.,Schmidt, Valerie A.
p. 15267 - 15271
(2019/12/11)
Studies in 3-oxy-assisted 3-aza Cope rearrangements
On thermolysis appropriately substituted N-silyloxy-N-allyl enamines undergo smooth 3,3-sigmatropic rearrangments to the corresponding N-silyloxy imino ethers.
Gomes, Mario J. S.,Sharma, Lalit,Prabhakar, Sundaresan,Lobo, Ana M.,Gloria, Paulo M. C.
p. 746 - 747
(2007/10/03)
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