[3+2] Cycloadditions and nucleophilic additions of aziridines under C-C and C-N bond cleavage
Under PET conditions (photoinduced electron transfer) aziridines react with dipolarophiles in a [3+2] cycloaddition to form five-membered heterocycles. In this study we used mono- and disubstituted N-alkyl and N-arylaziridines. We noticed that the radical
Gaebert, Garsten,Mattay, Jochen
p. 14297 - 14316
(2007/10/03)
One-Pot Synthesis of N-Alkylpyrrolidines by 1,3-Dipolar Cycloaddition
N-Alkylpyrrolidines were obtained by one-pot synthesis through 1,3-dipolar cycloaddition of the N-alkylazomethine ylide intermediates generated from N-(benzylidene)trimethylsilylmethylamine and alkyl halide or tosylate.
Imai, Nobuyuki,Achiwa, Kazuo
p. 593 - 601
(2007/10/02)
1,3-DIPOLAR CYCLOADDITION LEADING TO N-ALKYLPYRROLIDINES
1,3-Dipolar cycloaddition of an intermediary methyleneiminium ylide formed from N-(benzylidene)trimethylsilylmethylamine and alkyl halide to conjugated olefinic dipolarophiles has been found to give N-alkylpyrrolidines.KEYWORDS - N-alkylpyrrolidine; N-unsubstituted pyrrolidine; 1,3-dipolar cycloaddition; N-alkyltrimethylsilylmethyliminium salt; methyleneiminium ylide