Palladium Catalyzed Direct Allylation of Aromatic Bromides and its Application.

钯催化芳香族溴化物的直接烯丙基化反应及其应用。

• 批准号: 63571009
• 负责人: YOKOYAMA Yuusaku
• 金额: $ 1.41万
• 依托单位: Toho University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for General Scientific Research (C)
• 财政年份: 1988
• 资助国家: 日本
• 起止时间: 1988 至 1990
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-63571009/
• 关键词: Palldium Catalyst,; Lysergic Acid,; Allylation,; 4-Bromoindole,; Assymetric Reduction,; Vinylation,; Radical Cyclization,; デヒドロトリプトンファン; 不整還元; トリプトファン; 4-ブロモインド-ル; 有機スズ化合物; パラジウム触媒; デヒドロトリプトファン誘導体

The palladium catalyzed allylation of aromatic bromides in the presence of Bu_3SnSnBu_3 (Scheme 1), the selective vinylation of bromoindoles (Scheme 2) and the new synthetic method for substituted indoles starting from pyrrole derivatives (Scheme 3) have been developed in order to establish the efficient route to optically active indole alkaloids.Present research have been focused on the synthesis of optically active resergic acid by means of Pdcatalyzed intramolecular vinylation of a, b-unsaturated ester (11) derived from optically active 4-bromotryptophan (10) or radical cyclization at C_4-position of 11, as shown in Scheme 4.

钯催化的溴代芳烃烯丙基化反应（方案1），溴吲哚选择性乙烯化反应（方案2）和从吡咯衍生物开始的取代吲哚的新合成方法（方案三）本论文的主要研究内容是利用化学方法合成光学活性的白藜芦酸，Pd催化的分子内乙烯化反应或11的C_4位自由基环化反应。

项目成果

Yuusaku Yokoyama: "Synthetic Studies of Indoles and Related Compounds,Part 22.The Vilsmeier-Haack Reaction of N-benzy1-1,2,3,4-tetrahydrocarbazoles" J.Chem.Soc.Perkin 1. (1990)

Yuusaku Yokoyama：“吲哚及相关化合物的合成研究，第 22 部分。N-benzy1-1,2,3,4-四氢咔唑的 Vilsmeier-Haack 反应”J.Chem.Soc.Perkin 1. (1990)

Y. Yokoyama, N. Okuyama, S. Iwadate, T. Momoi, and Y. Murakami :"Synthetic Studies of Indoles and Related Compounds, Part 22. The Vilsmiere-Haack Reaction of N-Benzyl-1, 2, 3, 4-tetrahydrocarbazoles and its Synthetic Application to Olivacine and Elliptici

Y. Yokoyama、N. Okuyama、S. Iwadate、T. Momoi 和 Y. Murakami：“吲哚及相关化合物的合成研究，第 22 部分。N-Benzyl-1, 2, 3, 4 的 Vilsmiere-Haack 反应

Yuusaku Yokoyama: "Synthetic Studies and Related Compounds XXX. Intramolecular Vinylation of Pyrrole Derivatives Using Palladium: A New Syntetic Method for Substituted Indoles." Chem. Pharm. Bull.,.

Yuusaku Yokoyama：“合成研究和相关化合物 XXX。使用钯进行吡咯衍生物的分子内乙烯基化：一种取代吲哚的新合成方法。”

Yuusaku Yokoyama: "An Interesting Regioselectivity of Palladation for Bromoindole Derivatives;A Convienient One-step Synthesis of 4-Bromodehyro-tryptophane derivatives" Heterocycles.

Yuusaku Yokoyama：“溴吲哚衍生物钯化的有趣区域选择性；4-溴脱氢色氨酸衍生物的便捷一步合成”杂环。

Yuusaku Yokoyama: "Synthetic Studies of Indoles and Related Compounds, Part22. The VilsmeiereーHaack Reaction of NーBenzylー1,2,3,4ーtetrahydrocarbazoles." J. Chem. Soc. Perkin I. 1319-1329 (1990)

Yuusaku Yokoyama：“吲哚及相关化合物的合成研究，第 22 部分。N-苄基-1,2,3,4-四氢咔唑的 Vilsmeiere-Haack 反应。J. Perkin I. 1319-1329” ）