- Synthesis of spirobarbiturate-pyrrolidinones: Via a domino aza-Michael/SN2 cyclization of barbiturate-derived alkenes with N-alkoxy α-haloamides
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A highly efficient domino aza-MIRC (Michael Induced Ring Closure) reaction between barbiturate-derived alkenes and N-alkoxy α-haloamides has been achieved in moderate to excellent yields. This reaction proceeds smoothly under mild conditions via a domino aza-Michael addition/intramolecular SN2 sequence, providing a practical tool in the synthesis of bioactive molecules spirobarbiturate-3-pyrrolidinones.
- Wang, Chuan-Chuan,Zhou, Jing,Ma, Zhi-Wei,Chen, Xiao-Pei,Chen, Ya-Jing
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supporting information
p. 9200 - 9208
(2019/11/05)
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- Regio- and Diastereoselective Access to 4-Imidazolidinones via an Aza-Mannich Initiated Cyclization of Sulfamate-Derived Cyclic Imines with α-Halo Hydroxamates
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An efficient regio- and diastereoselective cyclization of sulfamate-derived cyclic imines with unsubstituted or monosubstituted α-halo hydroxamates is developed under mild conditions. This reaction proceeds smoothly under transition-metal-free conditions via a domino aza-Mannich addition/intramolecular nucleophilic substitution sequence, providing a convenient route to access 2-monosubstituted and 2,5-disubstituted 4-imidazolidinones. Notably, the products were obtained with single trans-isomers in moderate to excellent yields.
- Zhou, Jing,Zhang, Hong,Chen, Xue-Lian,Qu, Ya-Li,Zhu, Qianqian,Feng, Chen-Guo,Chen, Ya-Jing
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p. 9179 - 9187
(2019/08/12)
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- Synthesis of recyclable water-soluble polymeric chelators
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Facile synthesis of water-soluble poly(N-isopropyl acrylamide) bound chelators is reported. These polymeric chelators have a lower critical solution temperature (LCST) and quantitatively phase-separate on heating. Their utility in metal removal and recycling is demonstrated with hydroxamic acid as ligand and Fe3+ as metal ion.
- Koshti, Nirmal,Naik, Shubhangi,Parab, Bharat
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p. 388 - 391
(2007/10/03)
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- Electrochemical Studies on Haloamides. Part 3. Haloacetamides and Haloacetohydroxamates
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The electrochemical reduction of haloacetamides and acetohydroxamates 1 and 2 at a mercury cathode in DMF-0.1 mol dm-3 TEAP (tetraethylammonium perchlorate) solutions has been investigated.The reduction leads to the corresponding dehalogenated products together with cyclic dimers, arising from follow-up reactions of the conjugated base of the starting compound.The same type of products, but in quite different yield, are formed when ethyl isobutyrate anion is electrogenerated in the presence of chloro derivatives 1.The reactivity of the substrates, and in particular the structure of the dimers, primarily depends on the nature of the substituent at the amide nitrogen.Possible reaction pathways leading to the products are suggested.
- Casadei, Maria Antonietta,Rienzo, Barbara Di,Inesi, Achille,Moracci, Franco Micheletti
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p. 375 - 378
(2007/10/02)
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