Tetrahedron

Cyclization and rearrangement products from coupling reactions between terminal o-alkynylphenols or o-ethynyl (hydroxymethyl) benzene and 6-halopurines

TC Berg, V Bakken, LL Gundersen, D Petersen

Index: Berg, Tom Christian; Bakken, Vebjorn; Gundersen, Lise-Lotte; Petersen, Dirk Tetrahedron, 2006 , vol. 62, # 25 p. 6121 - 6131

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Citation Number: 20

Abstract

Cyclization reactions on 6-[(2-hydroxyphenyl) ethynyl] purines, 6-[(2-hydroxymethylphenyl) ethynyl] purines and 6-[(2-hydroxyphenyl) propyn-1-yl] purines have been studied. 6-(2- Benzofuryl) purines are readily available via a one-pot Sonogashira coupling–cyclization between 6-iodopurine and 2-ethynylphenol. When the same reaction was performed with o- (hydroxymethyl) ethynylbenzene, 6-[isobenzofuran-1 (3H)-ylidenemethyl] purine was ...