Deamination과 Nitration반응을 이용한 아닐린과 Isoquinoline 유도체의 합성

• 영문명: Synthesis of Aniline and Isoquinoline derivatives using Deamination and Nitration
• 발행기관: 한국응용과학기술학회 (구.한국유화학회)
• 저자명: 윤철훈(Yoon, Cheol-Hun) 이기창(Lee, Ki-Chang)
• 간행물 정보: 『한국응용과학기술학회지』한국유화학회지 제15권 제2호, 49~57쪽, 전체 9쪽
• 주제분류: 공학 > 화학공학
• 파일형태: PDF
• 발행일자: 1998.06.30

영문 초록

This study is to develop a new synthetic method for the nitroarenes via non-electrophilic substitution. Direct nitration at the C-1 position of isoquinoline has never been reported and substitution in isoquinoline under the normal nitration condition occurs at C-5 and C-8. We have demonstrated a facile one-step sythetic method for the nitration of isoquinolines at the C-1 position, which involves the electrophilic attack of a $DMSO-Ac_2O$ 수식 이미지 complex, followed by nucleophilic addition of nitrate ion to this intermediate. Since the reaction is simple and mild, this method has preparative merit since 1-nitroisoquinolines are not readily accessible by other methods. Application to the synthesis of poly nitroarenes from the corresponding anilines was also described.