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：我们正在系统地努力开发新的、高效的和广泛有用的 钯/降冰片烯 (Pd/NBE) 催化位点特异性芳烃/杂芳烃邻位二元 功能化和一步羰基 1,2-转位 我们的拟议资助目标。 期间包括首先实现了芳基卤化物的前所未有的邻位氧化 由一类新的亲电子试剂实现；第二，开发五-的直接邻位双官能化 通过氧化和氧化还原中性方法形成杂芳烃；第三，能够实现 一步羰基1,2-转座反应有望发现新的。 合成方法和有效的催化剂系统，应提供通用和独特的 获得多取代芳烃和杂环的方法通常存在于 药物或有效地重新定位复杂分子中的羰基以产生 新颖的“官能团转移”类似物。

项目成果

Redox-Neutral Vicinal Difunctionalization of Five-Membered Heteroarenes with Dual Electrophiles.

具有双亲电子试剂的五元杂芳烃的氧化还原中性邻位双官能化。

• 发表时间: 2021-12-06
• 作者: Li, Renhe;Dong, Guangbin
• 通讯作者: Dong, Guangbin

Palladium/Norbornene Cooperative Catalysis.

钯/降冰片烯协同催化。

• DOI: 10.1021/acs.chemrev.9b00079
• 发表时间: 2019-04-25
• 期刊: Chemical reviews
• 影响因子: 62.1
• 作者: Jianchun Wang;Guangbin Dong
• 通讯作者: Guangbin Dong

Distal Alkenyl C-H Functionalization via the Palladium/Norbornene Cooperative Catalysis.

通过钯/降冰片烯协同催化实现远端烯基 C-H 官能化。

• DOI: 10.1021/jacs.9b11479
• 发表时间: 2020-01-29
• 期刊: Journal of the American Chemical Society
• 影响因子: 15
• 作者: Zhao Wu;Nina Fatuzzo;Guangbin Dong
• 通讯作者: Guangbin Dong

Ortho-C-H methoxylation of aryl halides enabled by a polarity-reversed N-O reagent.

通过极性反转的 N-O 试剂实现芳基卤化物的邻位 C-H 甲氧基化。

• 发表时间: 2023-10
• 影响因子: 21.8
• 作者: Liu, Xin;Fu, Yue;Chen, Zhijie;Liu, Peng;Dong, Guangbin
• 通讯作者: Dong, Guangbin

Unexpected ortho-Heck Reaction under the Catellani Conditions.

Catellani 条件下的意外正交 Heck 反应。

• DOI: 10.1021/acs.orglett.0c00952
• 发表时间: 2020-05-15
• 期刊: Organic letters
• 影响因子: 5.2
• 作者: Rago AJ;Dong G
• 通讯作者: Dong G