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Synthesis of 4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid ethyl ester and its isomer 1-oxo-2,9-dihydro-1H-β-carboline-4-carboxylic acid ethyl ester
Tetrahedron ( IF 2.1 ) Pub Date : 4 November 2002 , DOI: 10.1016/s0040-4020(02)01197-3 Jan Bergman , Stanley Rehn
Tetrahedron ( IF 2.1 ) Pub Date : 4 November 2002 , DOI: 10.1016/s0040-4020(02)01197-3 Jan Bergman , Stanley Rehn
4-Oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid ethyl ester was obtained when TosMIC was reacted with 3-methylene-oxindole acetic acid ethyl ester. An alternative synthesis to this pyrroloquinolone was performed via a reduction of a 2,3,4-trisubstituted pyrrole obtained in turn by treatment of a vinyl sulfone with ethyl isocyanoacetate under basic conditions. A β-carboline, isomeric with the pyrroloquinolone, was synthesised utilizing a tosylimine.
中文翻译:
4-oxo-4,5-dihydro-3 H-吡咯并[2,3 - c ]喹啉-1-羧酸乙酯及其异构体1-oxo-2,9-dihydro-1 H -β-咔啉的合成-4-羧酸乙酯
当TosMIC与3-亚甲基-氧吲哚乙酸乙酯反应时,得到4-Oxo-4,5-二氢-3 H-吡咯并[2,3 - c ]喹啉-1-羧酸乙酯。该吡咯并喹诺酮的另一种合成是通过还原2,3,4-三取代的吡咯而完成的,该吡咯并通过在碱性条件下用异氰基乙酸乙酯处理乙烯基砜而得到。利用甲苯磺胺合成了与吡咯并喹诺酮同分异构的β-咔啉。
更新日期:2017-01-31
中文翻译:
4-oxo-4,5-dihydro-3 H-吡咯并[2,3 - c ]喹啉-1-羧酸乙酯及其异构体1-oxo-2,9-dihydro-1 H -β-咔啉的合成-4-羧酸乙酯
当TosMIC与3-亚甲基-氧吲哚乙酸乙酯反应时,得到4-Oxo-4,5-二氢-3 H-吡咯并[2,3 - c ]喹啉-1-羧酸乙酯。该吡咯并喹诺酮的另一种合成是通过还原2,3,4-三取代的吡咯而完成的,该吡咯并通过在碱性条件下用异氰基乙酸乙酯处理乙烯基砜而得到。利用甲苯磺胺合成了与吡咯并喹诺酮同分异构的β-咔啉。