New Directions in Palladium/Norbornene Cooperative-Renewal

钯/降冰片烯合作更新的新方向

• 批准号: 10611466
• 负责人: Guangbin Dong
• 金额: $ 33.76万
• 依托单位: UNIVERSITY OF CHICAGO
• 依托单位国家: 美国
• 财政年份: 2018
• 资助国家: 美国
• 起止时间: 2018-06-01 至 2026-04-30
• 项目状态: 未结题
• 来源: https://reporter.nih.gov/project-details/10611466
• 关键词: Acceleration; Address; Affect; Alkenes; Amination; Aromatic Compounds; Benzene; Carbon; Catalysis; Chemistry; Complex; Coupled; Coupling; Data; Elements; Funding; Goals; Investigation; Knowledge; Ligands; Literature; Location; Medicine; Methods; Naphthalene; Nitrogen; Outcome; Oxidation-Reduction; Oxygen; Palladium; Pharmaceutical Preparations; Pharmacologic Substance; Positioning Attribute; Preparation; Process; Reaction; Research; Site; Sulfur; System; Work; analog; aryl halide; bioactive natural products; carbonyl compound; carbonyl group; catalyst; design; drug discovery; functional group; improved; migration; novel; public health relevance; success; tool

Abstract: We are engaged in the systematic efforts to exploit new, efficient, and broadly useful palladium/norbornene (Pd/NBE) catalysis for site-specific arene/heteroarene vicinal di- functionalization and one-step carbonyl 1,2-transposition. Our objectives in the proposed funding period include first to realize a previously unprecedented ortho oxygenation of aryl halides enabled by a new class of electrophile; second to develop direct vicinal difunctionalization of five- membered heteroarenes via both oxidative and redox-neutral approaches; and third to enable a one-step carbonyl 1,2-transposition reaction. The proposed research is expected to identify new synthetic methods and efficient catalyst systems, which should provide general and distinct approaches to access poly-substituted arenes and heterocycles commonly found in pharmaceuticals or to efficiently relocate carbonyl groups in complex molecules for generating novel “functional group-shifted” analogues.

摘要：我们致力于系统地开发新的、高效的和广泛有用的产品。 钯/降冰片烯(Pd/NBE)催化定点芳烃/杂芳烃邻位二元反应 官能化和一步法羰基1，2-转座。我们建议拨款的目标 包括第一次实现前所未有的芳基卤化物的邻位氧化 通过一种新类别的亲电泳体实现；第二，开发五种直接邻近去功能化- 成员杂芳烃通过氧化和氧化还原中性方法；第三，使 一步羰基-1，2-转置反应。这项拟议的研究有望确定新的 合成方法和有效的催化剂系统，应提供通用和独特的 中常见的多取代芳烃和杂环的合成方法 药物或有效地将复杂分子中的羰基重新定位以生成 新颖的“官能团移位”类似物。

项目成果

Palladium-catalyzed asymmetric annulation between aryl iodides and racemic epoxides using a chiral norbornene cocatalyst.

• DOI: 10.1039/c8qo00808f
• 发表时间: 2018-06
• 期刊: Organic chemistry frontiers : an international journal of organic chemistry
• 作者: Renhe Li;Feipeng Liu;Guangbin Dong

Modular ipso/ ortho Difunctionalization of Aryl Bromides via Palladium/Norbornene Cooperative Catalysis.

• DOI: 10.1021/jacs.8b04153
• 发表时间: 2018-07-11
• 期刊: Journal of the American Chemical Society
• 影响因子: 15
• 作者: Dong Z;Lu G;Wang J;Liu P;Dong G
• 通讯作者: Dong G

Palladium/Norbornene Cooperative Catalysis.

• DOI: 10.1021/acs.chemrev.9b00079
• 发表时间: 2019-04
• 期刊: Chemical reviews
• 影响因子: 62.1
• 作者: Jianchun Wang;Guangbin Dong

Escape from Palladium: Nickel-Catalyzed Catellani Annulation.

• DOI: 10.1021/jacs.3c03780
• 发表时间: 2023-05
• 期刊: Journal of the American Chemical Society
• 影响因子: 15
• 作者: Jingfeng Huo;Yue Fu;Melody J Tang;P. Liu;Guangbin Dong

Synthesis of C3,C4-Disubstituted Indoles via the Palladium/Norbornene-Catalyzed ortho-Amination/ipso-Heck Cyclization.

• DOI: 10.1021/acs.orglett.1c01165
• 发表时间: 2021-05-07
• 期刊: ORGANIC LETTERS
• 影响因子: 5.2
• 作者: Rago, Alexander J.;Dong, Guangbin
• 通讯作者: Dong, Guangbin