Orthogonal Synthesis of Isoindole and Isoquinoline Derivatives from Organic Azides
Benjamin Wei-Qiang Hui and Shunsuke Chiba*
*Division of Chemistry and Biological Chemistry, School of
Physical and Mathematical Sciences, Nanyang Technological University, Singapore
637371, Singapore, Email: shunsukentu.edu.sg
B. W.-Q. Hui, S. Chiba, Org. Lett., 2009, 11, 729-732.
DOI: 10.1021/ol802816k
Abstract
α-Azido carbonyl compounds bearing a 2-alkenylaryl moiety at the α-position are promising precursors for synthesis of isoindole and isoquinoline derivatives via 1,3-dipolar cycloaddition of azides onto alkenes and 6π-electrocyclization of N-H imine intermediates, respectively.
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Key Words
Isoindoles, Isoquinolines, 3,4-Dihydroisoquinolines
ID: J54-Y2009-0460