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Synthesis of Heterocyclic Compounds via [4+2] Cycloadditions of Imine Derivatives

Our research in this area focuses on the development of new types of C=N derivatives for cycloadditions leading to four-, five-, and six-membered heterocycles.

References:

"Synthesis of Substituted Pyridines via Regiocontrolled [4+2] Cycloadditions of Oximinosulfonates", A. R. Renslo and R. L. Danheiser, J. Org. Chem. 1998, 63, 7840.

"Intramolecular [4 + 2] Cycloadditions of Iminoacetonitriles. A New Class of Azadienophiles for Hetero Diels-Alder Reactions", D. T. Amos, A. R. Renslo, and R. L. Danheiser, J. Am. Chem. Soc. 2003, 125, 4970.

"Total Synthesis Quinolizidine Alkaloid (-)-217A.  Application of Iminoacetonitrile Cycloadditions in Organic Synthesis",  K. M. Maloney and R. L. Danheiser, Organic Lett. 2005 , 7, 3115.

[ Home ] [ [2 + 2 + 2] Cycloaddition Strategies ] [ [3 + 2] Annulations of Organosilanes ] [ Vinylcyclopropane Rearrangements ] [ Cycloadditions and Annulations of Vinylketenes ] [ Highly Unsaturated, Conjugated Molecules ] [ [4 + 2] Cycloadditions of Imine Derivatives ] [ Ketene [2 + 2] Cycloadditions ] [ Acylsilanes ] [ B-Lactones ] [ Cyclopropylboranes ] [ Allenylsilanes and Homopropargylic Alcohols ] [ Cationic Cyclizations ] [ Synthesis of Azulenes ] [ Miscellaneous Synthetic Methods ]