Synthesis and Functionalization of 5‐Substituted Neocuproine Derivatives.

Abstract

Fused pyridine derivatives R 0450 Synthesis and Functionalization of 5-Substituted Neocuproine Derivatives. -Selective bromination of neocuproine (I) at position 5 is smoothly achieved after silyl protection of the methyl side chains [cf. (III)]. The so obtained 5-bromoneocuproine (V) is successfully applied in Suzuki and Sonogashira cross coupling reactions as well as in Buchwald-Hartwig amination to generate a diversity of 5-substituted neocuproine analogues, e.g. (VII), (IX) and (XI), respectively. -(EGGERT, J. P. W.; LUENING*, U.; NAETHER, C.; Eur.

Synthesis and Applications of Group 14-metalated Arylboranes

“…Thus, there are many examples of the use of silylated phenylboronic acids 98 for the chemoselective reaction of B C bond with electrophilic partners resulting in various silylated biaryls, terphenyls (e.g., 99 [47], see Scheme 39) or other cross-coupling products [48][49][50][51][52][53][54][55][56][57][58][59][60][61]. It should be noted that a C SiR 3 (R = alkyl, aryl) bond remains generally intact to the Suzuki coupling conditions.…”