학회 | 한국공업화학회 |
학술대회 | 2014년 가을 (11/12 ~ 11/14, 엑스코(대구)) |
권호 | 18권 2호 |
발표분야 | 정밀화학-포스터 |
제목 | Synthesis of 3-amino-1-quinoxalin-2 (1H)-one with 3 fold of diversity using azidoanilines, alkyl halides and amines |
초록 | Quinoxaline derivatives exhibit a wide range of biological functions including various antibiotics such as Echinomycin, Levomycin and Actinoleutin that are known to inhibit growth of gram positive bacteria and are active against various transplantable tumours. Initially, ethyl 2-(2-azidophenylamino)-2-oxoacetate, which was previously obtained from the coupling reaction between ethyl 2-chloro-2-oxoacetate and azidoaniline was subjected to N-alkylation with various alkylating agents in presence of LiHMDS. Then, these alkylated products were cyclized by the treatment of TPP to yield corresponding 3-amino-1-quinoxalin-2 (1H)-ones via Staudinger reaction followed by aza-Wittig reaction, which can be finally derivatized by Lewis acid mediated smart cleavage. |
저자 | Shanmugavel ramachandran, 이상협 |
소속 | 대구가톨릭대 |
키워드 | Quinoxaline; azidoanilines; alkyl halides and amines |