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  • 02월 22일 16시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

Introduction of various amino groups to 8-methoxyquinaldines at 7-position by SNAr using AdEAr Adducts: Facial synthesis of 2-methyl-5-bromo-7,8-quinolinedione

등록일
2008년 2월 13일 14시 19분 28초
접수번호
1117
발표코드
금32F9구 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
금 11시 : 40분
발표형식
구두발표
발표분야
유기화학
저자 및
공동저자
장근삼, 지대윤
인하대학교 화학과,
From 5,7-dibromo-8,8-dimethoxy-7,8-dihydroquinaldine, we could chemoselectively control different reactions such as rearomatization, selective debromination, quinaldin-5-one synthesis, and quinaldine derivatives with various substituents at 7-position via SNAr. Unexpectedly, 8,8-dimethoxyquinaldin-5-one was obtained by 1,3-bromine shift and, followed by hydrolysis. 2-Methyl-5-bromo-7,8-quinolinedione was obtained in 82% yield from 7-cyclohexylamino- or 7-(pyrrolid-1-yl)-5-bromo-8-methoxyquinaldine. Two adducts 7 and 8 were converted to 5,7-dibromo-8-ethoxyquinaldine and 5,7-dibromo-8-methoxyquinaldine by the treatment with strong base through E1cb.

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