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Alsharif, Meshari A; Ahmed, Naseem; Issa Alahmdi, Mohammed; Mukhtar, Sayeed; Parveen, Humaira; Obaid, Rami J.; Almalki, Abdulraheem S.A.
Journal of Saudi Chemical Society, November 2022, 2022-11-00, 2022-11-01, Volume: 26, Issue: 6Journal Article
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.
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