Iridium-Catalyzed Redox-Neutral C2 and C3 Dual C–H Functionalization of Indoles with Nitrones toward 7<i>H</i>-Indolo[2,3-<i>c</i>]quinolines
作者:Miao Li、Yaqun Dong、Cong Zhou、Junxue Bai、Jiang Cheng、Jianwei Sun、Song Sun
DOI:10.1021/acs.orglett.1c02975
日期:2021.11.5
An iridium-catalyzed redox-neutral C-2 and C-3 dualC–Hfunctionalization of indoles with nitrones has been developed, furnishing a range of 7H-indolo[2,3-c]quinolines with high efficiency and regioselectivity under mild reaction conditions. Notably, sequential multiple C–H bond cleavage and C–C bond formation constitute the key events of this process, in which nitrone serves as a building block and
已开发出铱催化氧化还原中性 C-2 和 C-3 双 C-H 官能化吲哚与硝酮,提供一系列 7 H-吲哚[2,3- c ]喹啉,在温和的条件下具有高效率和区域选择性反应条件。值得注意的是,连续的多重 C-H 键断裂和 C-C 键形成构成了该过程的关键事件,其中硝酮作为构建块和氧化剂。与之前的 7 H-吲哚并[2,3- c ]喹啉方法不同,这种新开发的反应具有容易获得的底物、操作简单、范围广、效率高到高和优异的区域选择性。
Chiral tris(oxazoline)/Cu(ii) catalyzed coupling of terminal alkynes and nitronesElectronic supplementary information (ESI) available: experimental. See http://www.rsc.org/suppdata/cc/b3/b306653c/
Novel chiral iPr-tris(oxazoline)/Cu(ClO4)2 x 6H2O catalyzedcoupling of terminal acetylenes and nitrones to afford cis-disubstituted beta-lactams is described; the choice of base proves essential to both the diastereoselectivity and the enantioselectivity.
描述了新颖的手性iPr-三(恶唑啉)/ Cu(ClO4)2 x 6H2O催化的末端乙炔和硝酮的偶联,得到顺式二取代的β-内酰胺。碱的选择被证明对非对映选择性和对映选择性都是必不可少的。
Trisoxazoline/Cu(II)-Promoted Kinugasa Reaction. Enantioselective Synthesis of <i>β</i>-Lactams
作者:Meng-Chun Ye、Jian Zhou、Yong Tang
DOI:10.1021/jo0602874
日期:2006.4.1
precursor for the first time in the Kinugasareaction, and this allowed the reaction to be performed under a practical and convenient condition. An appropriate base used in this reaction was essential to control both diastereoselectivity and enantioselectivity. Compared with primary and tertiary amines, secondary amines gave higher enantioselectivities. The reaction scope and limitation as well as the
Gold‐Catalyzed Cyclizations and [3+2]‐Annulation Cascades between 1,5‐Diyn‐3‐ols and Nitrones to Construct Carbazole Frameworks
作者:Sudhakar Dattatray Tanpure、Manoj Dilip Dhole、Rai‐Shung Liu
DOI:10.1002/adsc.202300711
日期:2023.9.5
Gold-catalyzedcascade reactions between 1,5-diyn-3-ols and nitrones to deliver carbazole derivatives are described. Such cascade reactions are applicable to facile synthesis of polyaromatic compounds containing carbazole subunits. Notably, the reaction mechanism involves unexpected oxoarylations, rather than oxidative Mannich reactions as known for but-1-yn-4-ols. Our control experiments indicate
Cu(I)/Bis(azaferrocene)-Catalyzed Enantioselective Synthesis of β-Lactams via Couplings of Alkynes with Nitrones
作者:Michael M.-C. Lo、Gregory C. Fu
DOI:10.1021/ja025833z
日期:2002.5.1
As a consequence of the wide-ranging significance of beta-lactams (e.g., use as drugs and as chiral building blocks), a great deal of effort has been dedicated to the development of methods for their stereoselective synthesis. Although considerable progress has been achieved, nearly all of the approaches that have been described are based on the use of chiral precursors; direct catalytic enantioselective routes to beta-lactams are rare as well as limited in scope. In this communication, we establish that, using a new C2-symmetric planar-chiral bis(azaferrocene) ligand, we can generate beta-lactams with very good enantiomeric excess and cis diastereoselection via catalytic enantioselective Kinugasa reactions (couplings of alkynes with nitrones). Appealing attributes of this process include the ready availability of the starting materials, the functional-group tolerance of the reaction, and the convergency of the approach.