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Access to 2-Sulfonyl-4-arylphenols and 2,6-Bis-sulfonyl 5-Aryl-4-arylidene-2-cyclohexenones via Metal Triflates-Catalyzed Domino Cyclocondensation of 1,3-Bis-sulfonylacetones and 3-Arylacroleins
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2023-09-15 , DOI: 10.1002/adsc.202300858
Meng-Yang Chang, Nai-Chen Hsueh

Herein, metal triflates–catalyzed one-pot domino cyclocondensation of 1,3-bis-sulfonylacetones and 3-arylacroleins via (3+3) or (3+2+1) annulation has been proposed to construct diversified 2-sulfonyl-4-arylphenols and 2,6-bis-sulfonyl 5-aryl-4-arylidene-2-cyclohexenones. In this effective reaction, C−C and C=C bonds are formed via a cascade process and 3-arylacrolein acts as a C3 and C1 synthon during the formation of a six-membered ring system under mild conditions. A plausible mechanism has been proposed and discussed.

中文翻译:

通过金属三氟甲磺酸盐催化 1,3-双磺酰丙酮和 3-芳基丙烯醛的多米诺环缩合反应获得 2-磺酰基-4-芳基苯酚和 2,6-双磺酰基 5-芳基-4-亚芳基-2-环己烯酮

在此,提出了金属三氟甲磺酸盐催化的1,3-双磺酰丙酮和3-芳基丙烯醛通过(3+3)或(3+2+1)环化的一锅多米诺环缩合反应来构建多样化的2-磺酰基-4-芳基酚和2,6-双磺酰基5-芳基-4-亚芳基-2-环己烯酮。在这个有效的反应中,CC 和 C=C 键通过级联过程形成,3-芳基丙烯醛在温和条件下形成六元环系统过程中充当 C3 和 C1 合成子。已经提出并讨论了一种合理的机制。
更新日期:2023-09-15
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