Substitution of acetylenic groups for halogen in the quinonoid ring |
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Authors: | V S Romanov I D Ivanchikova A A Moroz M S Shvartsberg |
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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 |
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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.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1636–1639, July, 2005. |
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Keywords: | 2-bromo- and 2 3-dibromonaphthoquinones 2 5-diiodo-1 4-benzoquinone CuI acetylides cross-coupling alkynylquinones |
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