1593480-13-7Relevant articles and documents
Nucleophilic lewis base dependent addition reactions of allenoates with trifluoromethylated cyclic ketimines
Yang, Li-Jun,Li, Shen,Wang, Shuai,Nie, Jing,Ma, Jun-An
, p. 3547 - 3558 (2014/05/06)
A detailed investigation on the different reactivity patterns shown by phosphorus- and nitrogen-containing Lewis base catalysts in the reactions of allenoates with cyclic trifluoromethyl ketimines was accomplished. With PPh 3, [3 + 2] annulations proceeded smoothly to afford dihydropyrrole derivatives in excellent yields. Under the catalysis of DABCO, [2 + 2] annulations occurred, producing azetidine derivatives in good to high yields. However, in the presence of pyridine, α,α′-disubstituted allenoates were obtained in very high yields via aza-Morita-Baylis-Hillman reactions. These studies provide an opportunity for diverse synthesis of a variety of N-heterocyclic compounds from the same starting materials.