Decarboxylative aldol reaction of ,-difluoro--ketocarboxylate salt: a facile method for generation of difluoroenolate

Tarui Atsushi; Oduti Mayuna; Shinya Susumu; Sato Kazuyuki; Omote Masaaki

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Decarboxylative aldol reaction of ,-difluoro--ketocarboxylate salt: a facile method for generation of difluoroenolate

机译：脱羧醛醇反应 - 氟酮酮羧酸盐：一种用于产生二氟酚甲酸盐的容易方法

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We developed a decarboxylative aldol reaction using ,-difluoro--ketocarboxylate salt, carbonyl compounds, and ZnCl2/N,N,N,N-tetramethylethylenediamine. The generation of difluoroenolate proceeded smoothly under mild heating to provide ,-difluoro--hydroxy ketones in good to excellent yield (up to 99%). The ,-difluoro--ketocarboxylate salt was bench stable and easy to handle under air, which realizes a convenient and environmentally friendly methodology for synthesis of difluoromethylene compounds.

机译：我们开发了使用 - 氯乙酸甲酸盐，羰基化合物和ZnCl2 / N，N，N，N-四甲基乙二胺的脱羧醛醇反应。在温和的加热下平稳地进行二氟酚的产生，以提供 - 优质产量（高达99％）的氟 - 羟基酮。在空气下稳定且易于处理的 - - 氟 - 酮羧酸盐，这实现了对二氟甲基化合物的合成方便和环保的方法。

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《RSC Advances》 |2018年第37期|共8页
作者
Tarui Atsushi; Oduti Mayuna; Shinya Susumu; Sato Kazuyuki; Omote Masaaki;
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Setsunan Univ Fac Pharmaceut Sci 45-1 Nagaotogecho Hirakata Osaka 5730101 Japan;

Setsunan Univ Fac Pharmaceut Sci 45-1 Nagaotogecho Hirakata Osaka 5730101 Japan;

Setsunan Univ Fac Pharmaceut Sci 45-1 Nagaotogecho Hirakata Osaka 5730101 Japan;

Setsunan Univ Fac Pharmaceut Sci 45-1 Nagaotogecho Hirakata Osaka 5730101 Japan;

Setsunan Univ Fac Pharmaceut Sci 45-1 Nagaotogecho Hirakata Osaka 5730101 Japan;

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1. Decarboxylative aldol reaction of ,-difluoro--ketocarboxylate salt: a facile method for generation of difluoroenolate [J] . Tarui Atsushi, Oduti Mayuna, Shinya Susumu, RSC Advances . 2018,第37期

机译：脱羧醛醇反应 - 氟酮酮羧酸盐：一种用于产生二氟酚甲酸盐的容易方法
2. Cleavage of Carbon-Carbon Bonds through the Mild Release of Trifluoroacetate: Generation of α,α-Difluoroenolates for Aldol Reactions [J] . Changho Han, Eun Hoo Kim, David A. Colby Journal of the American Chemical Society . 2011,第15期

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3. Rearrangement of Pyran Derivatives Obtained from Vinyl Malononitriles and Aldehydes via Vinylogous Aldol Reaction: A Novel Facile Method for the Synthesis of Dienamides [J] . Thelagathoti Hari Babu, Sujeet Pawar, D. Muralidharan, Synlett . 2010,第14期

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4. A Facile Aldol Reaction in Bronsted Acid Ionic Liquid [C] . LIU Bao-you, YANG Hui-long, DONG Jian-fang, 中山大学学报（自然科学版） . 2006

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5. I. Catalytic enantioselective decarboxylative thioester aldol reactions. II. Enantioselective synthesis of (+)-cortistatin A. [D] . Lee, Hong Myung. 2009

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6. Copper(II)-Catalyzed Tandem Decarboxylative Michael/Aldol Reactions Leading to the Formation of Functionalized Cyclohexenones [O] . Jeonghyo Lee, Sibin Wang, Miranda Callahan, -1

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机译：（溴二氟甲基）鏻盐的膦和亚磷酸酯介导的二氟卡宾交换反应。（二氟亚甲基）三苯基膦的易离解的证据

Decarboxylative aldol reaction of ,-difluoro--ketocarboxylate salt: a facile method for generation of difluoroenolate

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