Synthesis of ortho-substituted nitroaromatics via improved Negishi coupling conditions

• Published in: Tetrahedron letters Vol. 52; no. 41; pp. 5211 - 5213
• Main Authors: Tuttle, Jamison B., Azzarelli, Joseph M., Bechle, Bruce M., Dounay, Amy B., Evrard, Edelweiss, Gan, Xinmin, Ghosh, Somraj, Henderson, Jaclyn, Kim, Ji-Young, Parikh, Vinod D., Verhoest, Patrick R.
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 12.10.2011; Elsevier
• Subjects: Amides; Amino acids; chemical reactions; chemical structure; Chemistry; Chemistry, Organic; Derivatives; Drug like structures; Exact sciences and technology; Joining; lactams; Negishi coupling; nitroaromatic compounds; Noncondensed benzenic compounds; o-Nitroaromatics; Organic chemistry; Phenylalanine derivatives; Physical Sciences; Preparations and properties; Scalable; Science & Technology; synthesis; Synthesis (chemistry); Tetrahedrons; Phenylalanine derivatives; Negishi coupling; o-Nitroaromatics; Scalable; Drug like structures; ORGANOZINC REAGENTS; SERINE; ACIDS; CATALYST; Drug; Nitro compound; Molecular structure; Aminoacid; Chemical synthesis

We describe modified Negishi coupling conditions that allow improved access to ortho-nitrophenylalanine derivatives. These useful amino acid intermediates can be further elaborated into biologically active lactams and cyclic hydroxamic acid targets.