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Hydriodic Acid‐Mediated Cyclization of α‐Substituted Secondary 2‐Ethenylbenzamides: Synthesis of 2‐Substituted 2,3‐Dihydro‐3,3‐dimethyl‐1H‐isoindol‐1‐ones and 3,3‐Disubstituted (E)‐1‐(Arylimino)‐1,3‐dihydroisobenzofurans |
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| Authors: | Kazuhiro Kobayashi Seiki Fujita Daisuke Nakai Shogo Fukumoto Shuhei Fukamachi Hisatoshi Konishi |
| Abstract: | A new and facile method for the preparation of 2‐substituted 2,3‐dihydro‐3,3‐dimethyl‐1H‐isoindol‐1‐ones 3 and 3,3‐disubstituted (E)‐1‐(arylimino)‐1,3‐dihydroisobenzofurans 6 has been developed. Thus, treatment of N‐alkyl(or aryl)‐2‐(1‐methylethen‐1‐yl)benzamides 2 with concentrated hydriodic acid (HI) in MeCN at room temperature afforded 3 . Similar treatment of N‐aryl‐2‐(1‐phenylethen‐1‐yl)benzamide 5 with concentrated HI at 0° afforded 6 . |
| Keywords: | Hydriodic acid Cyclization reactions Benzamides 2‐ethenyl 1H‐Isoindol‐1‐ones 2 3‐dihydro‐3 3‐dimethyl‐ Isobenzofurans (E)‐1‐(arylimino)‐1 3‐dihydro‐ |