期刊
JOURNAL OF SAUDI CHEMICAL SOCIETY
卷 26, 期 6, 页码 -出版社
ELSEVIER
DOI: 10.1016/j.jscs.2022.101568
关键词
Halo-Betti base; C-H activation; C-O bond formation; Copper catalyst; Xanthene; Oxazine
The Cu-Cu2O combination exhibits synergic effects in catalyzing intramolecular Ullmann coupling reaction and intramolecular cross-dehydrogenative coupling reaction with high selectivity and yield. The catalyst can also promote reactions of substrates, including sterically hindered ones, under mild reaction conditions.
Cu-Cu2O combination showed synergic effects in catalyzing intramolecular Ullmann coupling reaction for halo-Betti bases to afford fused benzo-xanthenes from both electron-rich and electron-deficient aromatic systems in good yield under mild reaction conditions. The sterically hindered halo-Betti bases also provided products in excellent yield. Under optimized condition, a gram scale reaction was also performed to afford the product in excellent yield. However, without ortho-halo substituted Betti-bases failed to afford fused benzo-xanthene derivatives. Exploring the reaction optimization without Cu metal, serendipitously it was produced 1,3-oxazine derivatives in excellent yield via intramolecular cross-dehydrogenative coupling (CDC) reaction. Similarly, electron-rich, electron-deficient and sterically hindered Betti-bases provided the products in good to excellent yield under mild condition.(c) 2022 The Authors. Published by Elsevier B.V. on behalf of King Saud University. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
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