Kang S K, Kim K J
Department of Chemistry and BK-21 School of Molecular Science, Sungkyunkwan University, Suwon 440-746, Korea.
Org Lett. 2001 Feb 22;3(4):511-4. doi: 10.1021/ol006796o.
[reaction: see text] alpha-Allenic sulfonamides undergo carbonylation-coupling-endo-cyclization with aryl iodides in the presence of Pd(PPh(3))(4) (5 mol %), K(2)CO(3), and CO (20 atm) to form 3-aroyl-2- or 3-pyrrolines. Alternatively the carbonylation-coupling-exo-cyclization of gamma- and delta-substituted sulfonamides under the same conditions afforded pyrrolidine- or piperidine-substituted enones.
[反应:见正文] 在Pd(PPh(3))(4)(5摩尔%)、K(2)CO(3)和CO(20个大气压)存在下,α-烯丙基磺酰胺与芳基碘发生羰基化-偶联-内环化反应,生成3-芳酰基-2-或3-吡咯啉。或者,在相同条件下,γ-和δ-取代磺酰胺的羰基化-偶联-外环化反应得到吡咯烷-或哌啶取代的烯酮。