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Friedel-Crafts chemistry. Part 60. Concise constructions of bridged polycycles of indanes, pyrido[3,2,1- jk]carbazoles and pyrido[3,2,1-kl]phenothiazines via Friedel-Crafts ring closures

Research Authors
Ali A. Khalaf, Aboel Magd A. Abdel Wahab, Hassan A. K. Abd El-Aal, and Yousra M. Nabil
Research Abstract

Our present study provides expedient methods for the synthesis of novel substituted indanes, pyrido[3,2,1- jk]carbazoles and pyrido[3,2,1-kl]phenothiazines utilizing intramolecular Friedel-Crafts cyclialkylations of synthesized heteroaryl alcohols. This methodology is realized by a three-step protocol involving first esterification of starting carboxylic acids to the corresponding esters, addition of Grignard reagents to give carbinol precursors and followed by Friedel-Crafts cyclizations of alcohols mediated by AlCl3/CH3NO2, PPA or P2O5-catalysts to furnish the desired polycycles in good to excellent yields of 65-85%. The designed protocol offers easy access to the pharmaceutically promising templates in good yields. The molecular structural elucidations of all newly obtained compounds have been proved by spectral and elemental analysis.

Research Date
Research Department
Research Journal
Arkivoc
Research Year
2023