Synthetic Studies of Benzo[g]chrysenes

• Main Authors: Ming-Hao Wu, 巫銘皓
• Other Authors: Meng-Yang Chang
• Format: Others
• Language: zh-TW
• Published: 2013
• Online Access: http://ndltd.ncl.edu.tw/handle/21462015846068267187

碩士 === 高雄醫學大學 === 醫藥暨應用化學研究所 === 101 === Recently, we used isovanillin (1a) and 3-hydroxybenzaldehyde (1b) to complete the numerous synthetic strategies.1 A facile synthetic route toward diversified benzo[g]chrysenes (2) is described in this paper. The isovanillin (1a) and 3-hydroxybenzaldehyde (1b) are the A-ring motif of benzo[g]chrysenes, followed by O-allylation, Claisen rearrangement to construct the D-ring, Grignard addition to construct the E-ring, DBU-promoted cyclodehydration to construct the B-ring, and photolytic Scholl oxidative annulation to construct the C-ring. The benzo[g]chrysenes skeleton is successfully constructed through a novel synthetic sequence of A?蛇?蛀?處?彪 approach and acquire a modest total yields. (fig 1)