Approach to Chiral 1-Substituted Isoquinolone and 3-Substituted Isoindolin-1-one by Addition-Cyclization Process
Wen Zhou, Yan-Xue Zhang, Xiao-Di Nie, Chang-Mei Si*, Xun Sun, Bang-Guo Wei*
*Department of Natural Products Chemistry, School of Pharmacy, Fudan University, 826 Zhangheng Road, Shanghai, 201203, The People's Republic of China, Email: sicmfudan.edu.cn, bgwei1974fudan.edu.cn
W. Zhou, Y.-X. Zhang, X.-D. Nie, C.-M. Si, X. Sun, G.-G. Wei, J. Org. Chem., 2018, 83, 9879-9889.
see article for more reactions
An addition-cyclization of α-chiral imines with substituted aromatic Grignard reagents in the presence of 2,2'-bipyridine provides isoquinolone products with excellent yields and outstanding diastereoselectivities. Moreover, N-methylmorpholine (NMM) was found to be an effective additive for the formation of 3-substituted isoindolin-1-ones using a one-pot addition-cyclization-deprotection sequence.
see article for more examples