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Substitution of acetylenic groups for halogen in the quinonoid ring

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Abstract

The bromine or iodine atom in the quinonoid ring devoid of +M substituent in the position neighboring to the halogen is replaced by acetylenic groups on treatment with CuI acetylides, prepared either beforehand or in situ, in a mixture of DMSO and CHCl3 in the presence of a Pd complex catalyst. A series of mono- and diacetylenic derivatives of 1,4-naphtho- and 1,4-benzoquinone were prepared.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1636–1639, July, 2005.

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Romanov, V.S., Ivanchikova, I.D., Moroz, A.A. et al. Substitution of acetylenic groups for halogen in the quinonoid ring. Russ Chem Bull 54, 1686–1689 (2005). https://doi.org/10.1007/s11172-006-0023-7

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  • DOI: https://doi.org/10.1007/s11172-006-0023-7

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