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Substitution of acetylenic groups for halogen in the quinonoid ring
Authors:V S Romanov  I D Ivanchikova  A A Moroz  M S Shvartsberg
Institution:(1) Institute of Chemical Kinetics and Combustion, Siberian Branch, Russian Academy of Sciences, 3 ul. Institutskaya, 630090 Novosibirsk, Russian Federation;(2) Kemerovo State University, 6 ul. Krasnaya, 650099 Kemerovo, Russian Federation
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. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1636–1639, July, 2005.
Keywords:2-bromo- and 2  3-dibromonaphthoquinones  2  5-diiodo-1  4-benzoquinone  CuI acetylides  cross-coupling  alkynylquinones
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