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Communication | Regular issue | Vol 22, No. 4, 1984, pp.671-673
Published online, 1st January, 1970
DOI: 10.3987/R-1984-04-0671
The Uncatalyzed Cycloaddition of a Siloxydiene to N-Acylimines. The Synthesis of 4-Pyridones

Rudolph A. Abramovitch* and Lames R. Stowers

*Department of Chemistry, Clemson University, Clemson, SC 29631, U.S.A.


The (4 + 2) cycloaddition of 1-methoxy-3-trimethylsilyloxy-1,3-butadiene to cyclic and open-chain N-sulfonylimines leads to 5,6-dihydro-1,1-sulfonyl-4-pyridones. The presence of a good leaving group at C-6 leads to elimination and the formation of the corresponding 4-pyridone.