氟化吡喃吡唑的有机催化不对称合成

Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2026-04-21 Epub Date: 2026-02-14 DOI:10.1039/d6qo00005c

Jianfeng Mu , Aining Dong , Menghan Yang , Hongyu Zhang , Guoshun Zhang , Xiaochen Wang , Bei Wei , Shurong Ban

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引用次数: 0

摘要

通过不饱和吡唑酮与α-三氟甲基β-氟宝石二醇的反应，成功构建了不对称氟化吡唑，收率高（达85%），对映选择性高（达93%）。该方法有效地避免了去三氟乙酰化，并且通过x射线晶体学分析明确了产物的绝对构型，为不对称转化提供了可靠的结构证据。吡喃吡唑是一类重要的含氮杂环支架，广泛存在于天然产物和药物分子中（图1）。[1][2][3][4][5][6]由于其具有丰富的生物活性，在药物化学中具有广阔的应用前景。氟原子的引入通常会导致分子特性的显著改善，如代谢稳定性，膜2 |

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Organocatalytic asymmetric synthesis of fluorinated pyranopyrazoles

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Organocatalytic asymmetric synthesis of fluorinated pyranopyrazoles

Asymmetric fluorinated pyranopyrazoles were successfully constructed with good yields (up to 85%) and high enantioselectivity (up to 93% ee) via the reaction of unsaturated pyrazolones with α-trifluoromethyl β-fluorinated gem-diols, a method that effectively avoids detrifluoroacetylation. Furthermore, the absolute configuration of the products was unambiguously confirmed by X-ray crystallographic analysis, providing reliable structural evidence for the asymmetric transformation.

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来源期刊

Organic chemistry frontiers : an international journal of organic chemistry

CiteScore

7.80

自引率

0.00%

发文量