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]

References

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.
Xiong, Xi; Bagley, Mark C.; Chapaneri, Krishna (2 August 2004). "A new mild method for the one-pot synthesis of pyridines". Tetrahedron Letter. 45 (32): 6121–6124. doi:10.1016/j.tetlet.2004.06.061.

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[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 Letter. 45 (32): 6121–6124. doi:10.1016/j.tetlet.2004.06.061.