Efficient two-step access to azafluorenones and related compounds
Efficient two-step access to azafluorenones and related compounds
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DOI：
10.1016/j.tetlet.2013.04.020
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发表时间：
2013-06-12
影响因子：
1.8
通讯作者：
Mongin, Florence
中科院分区：
文献类型：
--
作者：
Marquise, Nada;Harford, Philip J.;Mongin, Florence
Crystals of a lithiocuprate prepared from copper(I) chloride and lithium 2,2,6,6-tetramethylpiperidide (2 equiv) were isolated and analyzed by X-ray diffraction as (TMP)(2)Cu(Cl)Li-2 center dot THF. The observation of this species is consistent with its having a role in deprotocupration-aroylation. Phenyl pyridyl ketones, phenyl quinolyl ketones, and phenyl thienyl ketones were prepared in tetrahydrofuran using the lithiocuprate and aroyl chorides as electrophiles. Diaryl ketones bearing a chloro group at the 2 position (of a pyridyl or phenyl group) thus synthesized were next converted through palladium-catalyzed ring closure to polycycles of the 5H-indeno[1,2-b]pyridin-5-one, 11H-indeno[1,2-b]quinolin-11-one, 9H-indeno[2,1-c]pyridin-9-one, and 8H-indeno[2,1-b]thiophen-8-one families. (C) 2013 Elsevier Ltd. All rights reserved.
