Development for New Synthetic Methods via Ligand Exchange Reaction of alpha-Halosulfoxides

通过α-卤代亚砜的配体交换反应开发新的合成方法

• 批准号: 05671771
• 负责人: SATOH Tsuyoshi
• 金额: $ 1.09万
• 依托单位: Science Unversity of Tokyo
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for General Scientific Research (C)
• 财政年份: 1993
• 资助国家: 日本
• 起止时间: 1993 至 1994
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-05671771/
• 关键词: sulfur; sulfoxide; ligand exchange; carbanion; carbenoid; homologation; acetylene; alpha-chloroketone; カルボン酸

The authors have found that a treatment of alpha-halosulfoxides with alkyl metals gives new carbanion and carbenoids via the ligand exchange reaction of the sulfoxides. In continuation of the project for development of new synthetic methods by using above mentioned reaction, several new synthetic procedure could be developed as follows.1.A newsynthetic method for one-carbon homologation of carbonyl compounds to ketones having alpha-alkyl substituent.2.A new method for synthesizing acetylenes and allenes from carbonyl compounds with carbon homologation.3.New synthetic procedure for alpha-chloroketones from Carbonyl compounds with one-carbon homologation.4.New procedure for generation of carbenoid and its application to a synthesis of olefines and halo compounds.5.Others

作者发现，用烷基金属处理α-卤代亚砜通过亚砜的配体交换反应产生新的碳负离子和类卡宾。为了继续利用上述反应开发新的合成方法的项目，本文介绍了几种新的合成方法：1.羰基化合物一碳同系化合成α-烷基酮的新方法; 2.羰基化合物一碳同系化合成炔和联烯的新方法; 3. α-烷基酮的新合成方法。4.类卡宾合成新方法及其在烯烃和卤代化合物合成中的应用5.其他

项目成果

T.Satoh, Y.Mizu, T.Kawashima, K.Yamakawa: "A New Synthesis of alpha-Chloroketones from carbonyl Compounds with One Carbon Homologation" Tetrahedron. 51 (in press). (1995)

T.Satoh、Y.Mizu、T.Kawashima、K.Yamakawa：“一种从具有一碳同系物的羰基化合物合成 α-氯酮的新方法”四面体。

T.Satoh, N.Itoh, S.Watanabe, H.Matsuno K.Yamakawa: "A Novel Method for Synthesizing Acetylenes from Carbonyl Compounds through beta-Trifluoromethanesulfonyloxy Vinyl Sulfoxides" Chem.Lett.1994. 567-570 (1994)

T.Satoh、N.Itoh、S.Watanabe、H.Matsuno K.Yamakawa：“通过 β-三氟甲磺酰氧基乙烯基亚砜从羰基化合物合成乙炔的新方法”Chem.Lett.1994。

T.SAtoh: "A Novel Method for Generation of Magnesium Enolates and Its Application to Synthesis of alpha‐Halocarboxlic‐‐" Tetrahedron. 50. (1994)

T.SAtoh：“烯醇镁生成的新方法及其在 α-卤代羧基-- 合成中的应用”，50。（1994 年）

T.Satoh: "A Versatile Procedure for One-Carbon Homologation of Carbonyl Compounds" Tetrahedron. 50. 11839-11852 (1994)

T.Satoh：“羰基化合物一碳同系化的多功能程序”四面体。

T.Satoh: "A Novel Method for Synthesizing Acetylenes from Carbonyl Compounds through β-Trifluoromethansulfonyloxy Vinyl Sulfoxides" Chemistry Letters. 1994. 567-570 (1994)

T. Satoh：“通过 β-三氟甲磺酰氧基乙烯基亚砜从羰基化合物合成乙炔的新方法”，《化学快报》1994 年。567-570 (1994)