Synthesis and reactions of an open-chain bis-reissert salt analog

• Published in: Journal of heterocyclic chemistry Vol. 23; no. 4; pp. 991 - 997
• Main Authors: Iyer, Radhakrishnan P., Ratnam, Rakesh K., Kulkarni, Subodh P., Sonaseth, Mariam S.
• Format: Journal Article
• Language: English
• Published: Hoboken Wiley-Blackwell 01-07-1986; Wiley‐Blackwell; HeteroCorporation
• Subjects: Chemistry; Exact sciences and technology; Heterocyclic compounds; Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms; Organic chemistry; Preparations and properties; Reissert compound; Five membered ring; Cycloaddition; Nitrogen heterocycle; Iminium compounds; Potassium Cyanides; Strecker synthesis; Organic dication; Oxygen nitrogen heterocycle
• ISSN: 0022-152X; 1943-5193
• DOI: 10.1002/jhet.5570230404

An open‐chain bis‐Reissert salt analog 5 has been synthesized and fully characterized. The reaction of the salt analog with methyl acrylate yields the pyrrole 7 which exists in solution in the azafulvene form 7a. The reaction of the salt analog with dimethylacetylene dicarboxylate (DMAD) affords the bispyrrole 9.