Tetrahedron

Synthetic studies of the formation of pyrazoloisoquinolines

…, TE Moock, CW Jenks, SC Farmer, B Phan, CE Wujcik…

Index: Bryan Miller; Stowell, Joseph G; Dugar, Sundeep; Moock, Thomas E; Jenks, Christopher W; Farmer, Steven C; Phan, Bach; Wujcik, Chad E; Olmstead, Marilyn M Tetrahedron, 2002 , vol. 58, # 30 p. 6061 - 6067

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Citation Number: 4

Abstract

Diazotization of 7-amino-5, 8-dimethyl-6-(phenylthio) isoquinoline unexpectedly led to the formation of a new ring system, 3H-pyrazolo [3, 4-h] isoquinoline as its 5-methyl-6- phenylthio derivative. In this work, the parent ring system was synthesized and characterized, along with its 5-methyl, 6-bromo-5-methyl, and 5-methyl-6-phenylthio derivatives. The mechanism for the transformation is explored.