A Combined Experimental and Density Functional Theory Study on the Pd??Mediated Cycloisomerization of o??Alkynylnitrobenzenes–Synthesis of Isatogens and Their …

CV Ramana, P Patel, K Vanka, B Miao…

Index: Ramana, Chepuri V.; Patel, Pitambar; Vanka, Kumar; Miao, Benchun; Degterev, Alexei European Journal of Organic Chemistry, 2010 , # 31 p. 5955 - 5966

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Citation Number: 14

Abstract

Abstract Highly selective cycloisomerization of o-alkynylnitrobenzenes, leading to isatogens, has been achieved by employment of a Pd II complex. This reaction is very general and functional-group-tolerant. The possible mechanism of this reaction was investigated with the help of DFT calculations. Three possible pathways–namely, the addition of the nitro group either in (i) 5-exo-dig or (ii) 6-endo-dig mode and (iii) halopalladation–and subsequent ...