Coarctate versus Pericyclic Reactivity in Naphthalene??Fused Azo–Ene–Ynes: Synthesis of Benzocinnolines and Benzoisoindazoles

SP McClintock, LN Zakharov, R Herges…

Index: McClintock, Sean P.; Zakharov, Lev N.; Herges, Rainer; Haley, Michael M. Chemistry - A European Journal, 2011 , vol. 17, # 24 p. 6798 - 6806

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Citation Number: 11

Abstract

Abstract The cyclization reactions of naphthalene-fused azo–ene–yne compounds are explored both computationally and experimentally. Calculations reveal that naphtho-fusion to an azo–ene–yne scaffold does not significantly alter the transition state energies compared to the benzene-based systems; however, fusing the naphthalene in an angular fashion leads to lower energy intermediates due to the creation of arenes possessing ...