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Synthesis of Novel Fluorinated 11H‐Azaindolo[3,2‐c]isoquinolines
Authors:Krishnaiah Atmakur  Narender Reddy Emmadi  Sridhar Balasubramanian
Institution:1. Organic Chemistry Division‐II, Indian Institute of Chemical Technology Hyderabad, , 500 007 India;2. Laboratory of X‐Ray Crystallography, Indian Institute of Chemical Technology Hyderabad, , 500 007 India
Abstract:A series of novel fluorinated 11H‐azaindolo3,2‐c]isoquinolines ( 7 ) have been synthesized starting from 2(1H)pyridones ( 1 ) via azaindoles ( 5 ). Initially, compound 1 was treated with POCl3/DMF, and the resulting compound 2 was reacted with benzylamine to obtain compounds 3 that were subjected to cyclization after protecting the secondary amine to get azaindoles ( 5 ). Further, compounds 5 were subjected to cyclization as per Pictet–Spengler reaction condition. However, it was not successful. Subsequently, the azaindoles ( 5 ) were acetylated and then cyclized to give title compounds 7 . These compounds are new and well characterized by spectral data.
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