Synthesis of pyrroles

Details Synthesis of pyrroles Synthesis of pyrroles

2006-04-25

2006-04-25

Richter, Johann (Department: 1626)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

active

07034163

ABSTRACT:
An improved and highly efficient method for the preparation of 2-R(R=alkyl, aryl, H) pyrroles from nitrites (RCN, R=alkyl, aryl) is described using Lewis acid activated donor-acceptor cyclopropanes to react with aliphatic, aromatic, branched, α,β-unsaturated, or otherwise functionalized nitrites in a cascade [3+2] dipolar cycloaddition, dehydration and tautomerization sequence.

REFERENCES:
Ming Yu et al., A Powerful New Strategy for Diversity-Oriented Synthesis of Pyrroles from Donor-Acceptor Cyclopropanes and Nitriles, “Organic Letters”, vol. 5, No. 26, PP 5099-5101 (2003).
Christiane Bruckner et al., A novel Synthesis of Pyrrole derivatives, “Liebigs Annalen der Chemie” vol. 5, pp. 471-473, (1988).
Ming Yu et al., Synthesis of 2,2′-Bipyrroles and 2,2′-Thienylpyrroles form Donor-Acceptor Cyclopropanes and 2-Cyanoheteroles, “Organic Letters”, vol. 6, No. 6, pp. 1057-1059 (2004).

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