Heteroaryl cross-coupling as an entry toward the synthesis of lavendamycin analogues: a model study

G Verniest, X Wang, ND Kimpe…

Index: Verniest, Guido; Wang, Xingpo; De Kimpe, Norbert; Padwa, Albert Journal of Organic Chemistry, 2010 , vol. 75, # 2 p. 424 - 433

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Citation Number: 41

Abstract

ABC analogues of the antitumor antibiotic lavendamycin, which contain the key metal chelation site and redox-active quinone unit essential for biological activity, were prepared via the palladium (0)-catalyzed cross-coupling reaction of various 2-haloheteroaromatics with 2-stannylated pyridines and quinolines. Using the Stille reaction, 2-bromo substituted quinolines and 1-bromoisoquinolines were found to undergo efficient coupling with 2- ...