Development of facile synthetic methods for various disubstituted pyrroles from pyrrolidine and 2-substituted 1-pyrrolines is reviewed based on our recent findings. Various 1,3-disubstituted pyrroles were synthesized by reaction of pyrrolidine and aldehyde heating without any catalyst. On the other hand, 2,3-disubstituted pyrroles were synthesized from 2-substituted 1-pyrrolines by a sequece involving its aldol-type condensation with aldehyde and subsequent base-catalyzed double-bond isomerization. Application of the former method to one-pot synthesis of a pyrrolocyclophane and preparation of N-substituted indoles from indoline and aldehydes is disclosed. Some pyrrole products by the latter method were transformed into dipyrrin derivatives via their pyrrole-2-carbaldehydes, and chemical and structural properties of the dipyrrin derivatives are described.
Mitsunori Oda, Satoshi Ito, Yosuke Fukuchi, Shun Kato, Yurie Fujiwara, Yoshimitsu Kumai, Kosuke Ariyasu, Akira Ohta, Shigeyasu Kuroda, Ryuta Miyatake
Pyrroles, Pyrrolidine, 1-Pyrrolines, Pyrrolophanes, Indoles, Dipyrrins
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Mitsunori Oda, Satoshi Ito, Yosuke Fukuchi, Shun Kato, Yurie Fujiwara, Yoshimitsu Kumai, Kosuke Ariyasu, Akira Ohta, Shigeyasu Kuroda, Ryuta Miyatake, "Novel Synthetic Methods for Disubstituted Pyrroles from Pyrrolidine and 2-Substituted 1-Pyrrolines", International Journal of Scientific Research in Science, Engineering and Technology(IJSRSET), Print ISSN : 2395-1990, Online ISSN : 2394-4099, Volume 2, Issue 3, pp.424-435, May-June-2016.
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