Base-mediated intramolecular one-pot double-cyclization of epoxide-tethered 2-fluorobenzenesulfonamides: an avenue to 1,4-benzoxazine-fused benzothiaoxazepine- 1,1-dioxides

Jonali Das; Biraj Jyoti Borah; Sajal Kumar Das

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Base-mediated intramolecular one-pot double-cyclization of epoxide-tethered 2-fluorobenzenesulfonamides: an avenue to 1,4-benzoxazine-fused benzothiaoxazepine- 1,1-dioxides

机译：碱介导的分子内单盆加环氧化型2-氟苯磺酰胺的双环化：1,4-苯并恶嗪稠合的苯并噻嗪-1,1-二氧化氧化物

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Herein, we describe the synthesis of hitherto unknown 1,4-benz-oxazine-fused benzothiaoxazepine-1,1-dioxides by a NaH-pro-moted intramotecular one-pot double-cyclization of epoxide-tethered 2-fluorobenzene sutfonamides. Mechanistically, the reactions proceed via an intramolecular epoxide ring-opening followed by an intramolecular nucleophilic aromatic substitution. The high yields, mild conditions, complete regio- and diastereoselectivity, and a wide substrate scope render this protocol well suited for drug discovery efforts.

机译：在此，通过NaH-Pro-in-Moted Intameculared In-Peatione的环氧基鞘二氟酰胺，描述迄今未知的1,4-苯兹 - 融合苯并噻嗪-1,1-二氧化苯甲酸的合成。机械地，反应通过分子内环氧化物开环进行，然后进行分子内亲核芳香族取代。高产率，温和条件，完整的测度和非对映选择性，并且宽的基板范围使该协议非常适合吸毒的努力。

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《Organic & biomolecular chemistry》 |2020年第2期|220-224|共5页
作者
Jonali Das; Biraj Jyoti Borah; Sajal Kumar Das;
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Department of Chemical Sciences Tezpur University Napaam Tezpur Assam India-784028;

Department of Chemical Sciences Tezpur University Napaam Tezpur Assam India-784028;

Department of Chemical Sciences Tezpur University Napaam Tezpur Assam India-784028;

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Base-mediated intramolecular one-pot double-cyclization of epoxide-tethered 2-fluorobenzenesulfonamides: an avenue to 1,4-benzoxazine-fused benzothiaoxazepine- 1,1-dioxides

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