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EXCITED-STATE CATALYSIS IN ORGANIC SYNTHESIS

有机合成中的激发态催化

基本信息

批准号：
10879411
负责人：
Ming-Yu Ngai
金额：
$ 43.28万
依托单位：
PURDUE UNIVERSITY
依托单位国家：
美国
项目类别：
财政年份：
2016
资助国家：
美国
起止时间：
2016-08-05 至 2026-05-31
项目状态：
未结题

来源：
https://reporter.nih.gov/project-details/10879411
关键词：
EXCITED STATE CATALYSIS ORGANIC SYNTHESIS

项目摘要

Project Summary/Abstract Our research goal is to develop new catalytic technologies for the rapid synthesis and late-stage functionalization under mild reaction conditions of complex, biorelevant molecules. Our research efforts have been directed to exploit visible-light-induced excited-state catalysis, a process that involves at least one photoexcited catalytic species, to address unmet challenges in organic synthesis. Excited-state catalysis involves the photoexcitation of catalytic organic or organometallic compounds that allows access to their excited-state landscapes for the development of previously elusive synthetic transformations. This proposal aims to continue our efforts in establishing novel excited-state catalytic platforms for the synthesis of valuable fluorinated compounds, the derivatization of carbonyl moieties, and the site-selective functionalization of carbohydrates. More specifically, we will develop (i) polyfluoroalkoxylation reactions of various hydrocarbons via excited-state catalysis; (ii) new redox-active reagents such as those that can be used for pentafluorosulfenylation and fluorosulfonylation; (iii) regioselective polyfluoroalkoxylation reactions of arenes and heteroarenes through metallaphotocatalysis; (iv) new excited-state catalysts to modulate the reactivity of carbonyl compounds; and (v) site-selective functionalization of carbohydrates. Since fluorinated compounds, carbonyl derivatives, and functionalized sugars are ubiquitous in natural products, therapeutics, imaging agents, fine chemicals, and biomaterials, successful development of the proposed research will allow convenient access to and the studies of numerous new functional molecules to aid the discovery and development of new drugs, agrochemicals, bio- probes, and polymers.

项目总结/摘要我们的研究目标是开发新的催化技术，用于快速合成和后期阶段在温和的反应条件下的复杂的生物相关分子的官能化。我们的研究成果一直致力于利用可见光诱导的激发态催化，这是一种涉及至少一个光激发的催化物种，以解决有机合成中未满足的挑战。激发态催化包括催化有机或有机金属化合物的光激发，允许进入它们的激发态为以前难以捉摸的合成转化的发展提供了景观。该提案旨在继续我们的努力，建立新的激发态催化平台，用于合成有价值的氟化，化合物的衍生化、羰基部分的衍生化和碳水化合物的位点选择性官能化。更具体地说，我们将开发（i）各种烃的多氟烷氧基化反应通过激发态（ii）新的氧化还原活性试剂，例如可用于五氟亚磺酰基化的那些，和（iii）芳烃和杂芳烃的区域选择性多氟烷氧基化反应，金属光催化;（iv）调节羰基化合物反应性的新的激发态催化剂;和（v）碳水化合物的位点选择性功能化。由于氟化化合物、羰基衍生物和官能化糖普遍存在于天然产物、治疗剂、成像剂、精细化学品中，生物材料，拟议的研究的成功发展将允许方便地获得和研究许多新的功能分子有助于新药、农用化学品、生物制品的发现和开发探针和聚合物。

项目成果

期刊论文数量（23）

专著数量（0）

科研奖励数量（0）

会议论文数量（0）

专利数量（0）

Transition-metal-free C-H amidation and chlorination: synthesis of N/N'-mono-substituted imidazopyridin-2-ones from N-pyridyl-N-hydroxylamine intermediates.

无过渡金属的 C-H 酰胺化和氯化：从 N-吡啶基-N-羟胺中间体合成 N/N-单取代咪唑并吡啶-2-酮。

DOI：
10.1039/c8cc02425a
发表时间：
2018
期刊：
Chemical communications (Cambridge, England)
影响因子：
0
作者：
Lee,KatarzynaN;Spiegowski,DominiqueN;Lee,JohnnyW;Lim,Sanghyun;Zhao,Fuhua;Ngai,Ming-Yu
通讯作者：
Ngai,Ming-Yu

Photocatalytic Radical Aroylation of Unactivated Alkenes: Pathway to β-Functionalized 1,4-, 1,6-, and 1,7-Diketones.

未激活的烷烃的光催化自由基：通往β官能化1,4-，1,6-和1,7-二酮的途径。