作者:Stanislav Kafka、Antonín Klásek、Jiří Polis、Veronika Rosenbreierová、Ctibor Palík、Vladimír Mrkvička、Janez Košmrlj
DOI:10.1016/j.tet.2008.02.063
日期:2008.5
Wittig olefination of 3-aminoquinoline-2,4(1H,3H)-diones 1 with ethyl (triphenylphosphoranylidene)acetate (Ph3PCHCO2Et) afforded (E)-3-amino-4-ethoxycarbonylmethylene-1,2,3,4-tetrahydro-2-quinolones (E)-2 and pyrrolo[2,3-c]quinoline-2,4(3aH,5H)-diones 3. An alternative approach for the synthesis of 3 via 3-bromoacetamidoquinoline-2,4(1H,3H)-diones 7, their corresponding triphenylphosphonium salts 8
3-氨基喹啉-2,4(1 H,3 H)-二酮1与(三苯基膦亚基)乙酸乙酯(Ph 3 PCHCO 2 Et)的Wittig烯烃聚合得到(E)-3-氨基-4-乙氧基羰基亚甲基-1,2, 3,4-四氢-2-喹诺酮类(E)-2和吡咯并[2,3 - c ]喹啉-2,4(3a H,5 H)-二酮3。通过3-溴乙酰氨基喹啉-2,4(1 H,3 H)-二酮7及其相应的三苯基phosph盐8合成3的另一种方法研究了进行分子内Wittig反应的叶立德A。下所施加的反应条件下,鏻盐8和叶立德甲是如此的不稳定,以致它们部分地分解成3- acetamidoquinoline -2,4(ħ,3 ħ) -二酮9的合成期间3。