Share to: share facebook share twitter share wa share telegram print page

Bohlmann–Rahtz pyridine synthesis

Bohlmann–Rahtz pyridine synthesis
Named after Ferdinand Bohlmann
Dieter Rahtz
Reaction type Ring forming reaction
Identifiers
Organic Chemistry Portal bohlmann-rahtz-pyridine-synthesis

In organic chemistry, the Bohlmann–Rahtz pyridine synthesis is a reaction that generates substituted pyridines in two steps, first a condensation reaction between an enamine and an ethynylketone to form an aminodiene intermediate, which after heat-induced E/Z isomerization undergoes a cyclodehydration to yield 2,3,6-trisubstituted pyridines.[1][2][3][4]

References

  1. ^ Bagley, Mark C.; Dale, James W.; Bower, Justin (January 2001). "A New Modification of the Bohlmann-Rahtz Pyridine Synthesis". Synlett. 2001 (7): 1149–1151. doi:10.1055/s-2001-15140.
  2. ^ Xiong, Xi; Bagley, Mark C.; Chapaneri, Krishna (2 August 2004). "A new mild method for the one-pot synthesis of pyridines". Tetrahedron Letters. 45 (32): 6121–6124. doi:10.1016/j.tetlet.2004.06.061.
  3. ^ Bagley, Mark C.; Fusillo, Vincenzo; Jenkins, Robert L.; Lubinu, M. Caterina; Mason, Christopher (2013). "One-step synthesis of pyridines and dihydropyridines in a continuous flow microwave reactor". Beilstein Journal of Organic Chemistry. 9 (1). Beilstein-Institut: 1957–1968. doi:10.3762/bjoc.9.232. PMC 3817555. PMID 24204407.
  4. ^ Dohe, Janis; Müller, Thomas J. J. (2016). "Consecutive three- and four-component coupling-Bagley-Bohlmann-Rahtz syntheses of tri- and tetrasubstituted pyridines". Zeitschrift für Naturforschung B. 71 (6): 705–718. doi:10.1515/znb-2016-0046. S2CID 197153613.


Kembali kehalaman sebelumnya