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Microwave Controlled Reductive Cyclization: A Selective Synthesis of Novel Benzimidazole-alkyloxypyrrolo[1,2-a]quinoxalinones.
Dhole, Sandip; Selvaraju, Manikandan; Maiti, Barnali; Chanda, Kaushik; Sun, Chung-Ming.
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  • Dhole S; †Department of Applied Chemistry, National Chiao Tung University, 1001 Ta-Hseuh Road, Hsinchu 300-10, Taiwan.
  • Selvaraju M; †Department of Applied Chemistry, National Chiao Tung University, 1001 Ta-Hseuh Road, Hsinchu 300-10, Taiwan.
  • Maiti B; †Department of Applied Chemistry, National Chiao Tung University, 1001 Ta-Hseuh Road, Hsinchu 300-10, Taiwan.
  • Chanda K; †Department of Applied Chemistry, National Chiao Tung University, 1001 Ta-Hseuh Road, Hsinchu 300-10, Taiwan.
  • Sun CM; †Department of Applied Chemistry, National Chiao Tung University, 1001 Ta-Hseuh Road, Hsinchu 300-10, Taiwan.
ACS Comb Sci ; 17(5): 310-6, 2015 May 11.
Article en En | MEDLINE | ID: mdl-25897944
An efficient cascade synthesis of novel benzimidazole linked alkyloxypyrrolo[1,2-a]quinoxalinones was explored on soluble polymer support under microwave irradiation. Two exclusive protocols have been developed for the partial and full reductive cyclization by controlling the microwave energy. Commencing from the same substrate, ortho nitro pyrrol carboxylates, N-hydroxy pyrroloquinoxalinones were obtained by partial reductive cyclization (60 °C, 7 min), and the synthesis of pyrroloquinoxalinones was accomplished by full reductive cyclization (85 °C, 12 min). This method represents the first synthesis of N-hydroxy pyrroloquinoxalinones using Pd/C and ammonium formate as reducing agents. Further employing a variety of alkyl bromides, the obtained pyrroloquinoxalinones were transformed to their corresponding O- and N-alkylated analogues to deliver the diversified, novel molecular entities.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Pirroles / Quinoxalinas / Bencimidazoles / Microondas Idioma: En Revista: ACS Comb Sci Año: 2015 Tipo del documento: Article País de afiliación: Taiwán Pais de publicación: Estados Unidos
Texto completo
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XML
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Pirroles / Quinoxalinas / Bencimidazoles / Microondas Idioma: En Revista: ACS Comb Sci Año: 2015 Tipo del documento: Article País de afiliación: Taiwán Pais de publicación: Estados Unidos