2,6-dichloroquinoxaline (13)과 m-chloroperbenzoic acid를 반응시켜 2,6-dichloroquinoxaline 4-oxide (14)를 합성하고, 이것과 pyrrolidine 혹은 indoline을 반응시켜 2-substituted 6-chloroquinoxaline 4-oxide류(15)를 합성하였다. 그리고 이들과 dimethyl acetylenedicarboxylate를 반응시키니 isoxazolo[2,3-a]quinoxaline류(16)와 pyrrolo[1,2-a]quinoxaline류 (17)가 선택적으로 합성되었다. 더욱이 pyrrolo[1,2-a]quinoxaline류 (17)는 isoxazolo[2,3-a]quinoxaline류 (16)의 고리변환에 의하여 생성된다는 것을 알았다.
The reaction of 2,6-dichloroquinoxaline (13) with m-chloroperbenzoic acid gave 2,6-dichloroquinoxaline 4-oxide (14), whose reaction with pyrrolidine or indoline provided 2-substituted 6-chloroquinoxaline 4-oxides (15). The isoxazolo[2,3-a]quinoxalines (16) and pyrrolo[1,2-a]quinoxalines (17) were selectively synthesized from the 2-substituted 6-chloroquinoxaline 4-oxides (15) and dimethyl acetylenedicarboxylate. Moreover, the pyrrolo[1,2-a]quinoxalines (17) were found to be produced by the ring transformation of the isoxazolo[2,3-a]quinoxalines (16).
