826994-65-4Relevant academic research and scientific papers
An efficient sequential reaction process to polysubstituted indolizidines and quinolizidines and its application to the total synthesis of indolizidine 223A
Zhu, Wei,Dong, Dapeng,Pu, Xiaotao,Ma, Dawei
, p. 705 - 708 (2005)
(Chemical Equation Presented) The reaction of iodides 1 with δ-chloropropylamines 5 in MeCN assisted with K2CO3 undergoes a sequential SN2/Michael addition/SN2/S N2 reaction process to give polysubsti
A sequential reaction process to assemble polysubstituted indolizidines, quinolizidines and quinolizidine analogues
Cai, Guorong,Zhu, Wei,Ma, Dawei
, p. 5697 - 5708 (2007/10/03)
The ω-iodo-α,β-alkynoates and their ketone, sulfone or phosphonate analogues react with δ-chloropropylamines in MeCN assisted with K2CO3 to undergo a sequential SN2/Michael addition/SN2/SN2 reaction p
Preparation and reductive transformations of vinylogous sulfonamides (β-sulfonyl enamines), and application to the synthesis of indolizidines
Michael, Joseph P.,De Koning, Charles R.,Malefetse, Tshepo J.,Yillah, Ibrahim
, p. 3510 - 3517 (2007/10/03)
Condensation between the methiodide salts of 1-alkylpyrrolidine-2-thiones and ethyl [(4-methylphenyl)sulfonyl]acetate or 1-[(4-methylphenyl)sulfonyl]propan-2-one afforded several 2-{[(4-methylphenyl)sulfonyl]methylene}pyrrolidines in good yield. These β-sulfonyl enamines are sufficiently nucleophilic for cyclisation with internal electrophiles to give sulfone-substituted indolizines, potentially useful scaffolds for alkaloid synthesis. The carbon-carbon double bond in vinylogous sulfonamides was reduced stereoselectively either by catalytic hydrogenation or by treatment with sodium borohydride to yield β-sulfonyl amines. The sulfone group in β-acyl-β-sulfonyl enamines could be removed by hydrogenolysis with sodium amalgam in THF-methanol to give enaminones.
