Regioselective cross-coupling reactions of boronic acids with dihalo heterocycles.
The carboxylic acid anion moiety has been used as a tunable directing group in the cross-coupling reaction of 2,6-dichloronicotinic acid and 2,5-dibromo-1,2,4-triazole derivatives producing selectively the 2- or 6-substituted nicotinic acids, while only the 5-substituted triazoles were obtained under a variety of conditions.
Houpis
Ioannis N
IN
Janssen Pharmaceutica, API Development, Turnhoutseweg 30, 2340 Beerse, Belgium. yhoupis@its.jnj.com
Liu
Renmao
R
Wu
Yanfei
Y
Yuan
Yukuan
Y
Wang
Youchu
Y
Nettekoven
Ulrike
U
D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D006571:Heterocyclic Compounds / Q000737:chemistry*; D015394:Molecular Structure; D009539:Nicotinic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
D001897:Boronic Acids; D006571:Heterocyclic Compounds; D009539:Nicotinic Acids; D009942:Organometallic Compounds; D014230:Triazoles