Organic Letters, Год журнала: 2022, Номер 24(21), С. 3828 - 3833
Опубликована: Май 23, 2022
A copper-catalyzed annulation of α,β-unsaturated O-acyl ketoximes with isoquinolinium N-ylides has been developed for the concise synthesis stable N-H imines a benzo[7,8]indolizine core. When β-(2-bromoaryl)-α,β-unsaturated are used as starting materials, cascade cyclization occurs to afford benzo[7,8]indolizino[1,2-c]quinolines.
Язык: Английский
Chemical Reviews, Год журнала: 2021, Номер 122(3), С. 3180 - 3218
Опубликована: Ноя. 19, 2021
Synthetic organic electrosynthesis has grown in the past few decades by achieving many valuable transformations for synthetic chemists. Although electrocatalysis been popular improving selectivity and efficiency a wide variety of energy-related applications, last two decades, there much interest to develop conceptually novel transformations, selective functionalization, sustainable reactions. This review discusses recent advances combination electrochemistry homogeneous transition-metal catalysis synthesis. The enabling mechanistic studies are presented alongside advantages as well future directions address challenges metal-catalyzed electrosynthesis.
Язык: Английский
Процитировано
309
Advanced Synthesis & Catalysis, Год журнала: 2020, Номер 362(17), С. 3448 - 3484
Опубликована: Июнь 18, 2020
Abstract It is well known that heterocycles are among the most significant molecules for everyday life, ranging from natural products and bioactive substances to functional materials. This review will focus on synthesis of by reactions involving elemental sulfur published 2017 until now. magnified image
Язык: Английский
Процитировано
155
ACS Catalysis, Год журнала: 2019, Номер 10(1), С. 154 - 159
Опубликована: Ноя. 27, 2019
Radical addition is a robust tool for bond formation. While ketyl radical reactivity of aldehydes by photoredox has been well-established, herein, we have now revealed pathway umpolung with or without external reductant. Hence, the reductive alkylations and challenging benzylations nitrogen heteroarenes (i.e., Minisci reactions) are enabled bromide-promoted visible light-mediated photocatalysis. The present protocol offers mild, viable method late-stage transition-metal-free biologically active nitrogen-heteroarene molecules. Mechanistic studies indicative bromide-initiated acyl mechanism in absence
Язык: Английский
Процитировано
122
Angewandte Chemie International Edition, Год журнала: 2019, Номер 58(19), С. 6342 - 6346
Опубликована: Март 5, 2019
Abstract Rapid access to structurally diversified polycyclic aromatic hydrocarbons (PAHs) in a controlled manner is of key significance materials sciences. Herein, we describe strategy featuring two distinct electrocatalytic C−H transformations for the synthesis novel nonplanar PAHs. The combination rhodaelectrooxidative activation/[2+2+2] alkyne annulation easily accessible boronic acids with cyclodehydrogenation provided modular diversely substituted PAHs electricity as sustainable oxidant. unique molecular topology well photophysical and electronic properties thus obtained were fully analyzed. power this metallaelectrocatalysis method was demonstrated by chemoselective assembly synthetically useful iodo‐substituted
Язык: Английский
Процитировано
90
Angewandte Chemie International Edition, Год журнала: 2019, Номер 59(14), С. 5551 - 5556
Опубликована: Дек. 3, 2019
Abstract Nitrogen‐doped polycyclic aromatic hydrocarbons (aza‐PAHs) have found broad applications in material sciences. Herein, a modular electrochemical synthesis of aza‐PAHs was developed via rhodium‐catalyzed cascade C−H activation and alkyne annulation. A multifunctional O‐methylamidoxime enabled the high chemo‐ regioselectivity. The isolation two key rhodacyclic intermediates made it possible to delineate exact order three steps. In addition, metalla‐electrocatalyzed multiple transformation is characterized by unique functional group tolerance, including highly reactive iodo azido groups.
Язык: Английский
Процитировано
90
Organic Chemistry Frontiers, Год журнала: 2019, Номер 6(8), С. 1146 - 1150
Опубликована: Янв. 1, 2019
A
cooperative
base
system
has
been
developed
for
the
novel
three-component
synthesis
of
2-aminobenzo[4,5]thieno[3,2-
Язык: Английский
Процитировано
57
Synlett, Год журнала: 2020, Номер 32(02), С. 142 - 158
Опубликована: Авг. 7, 2020
The synthesis of sulfur heterocycles via the construction C–S bonds has received considerable attention due to their biological value and extensive pharmaceutical application. While diverse sulfurating agents have been developed over past few decades, in this regard, elemental sulfur, with advantages low toxicity, odorless nature chemical stability, great potential for through its direct incorporation into target molecules a concise way. Direct functionalization inert C–H can shorten number reaction steps minimize amount waste formed. Hence, heteroannulations sulfuration is considered be an attractive strategy heterocycles. In last years, vast array systems reported some valuable such as thiophenes, thienoindoles, thienothiazoles, thiazoles, benzothiazoles, thiadiazoles sulfuration/annulations sulfur. These are discussed detail review. 1 Introduction 2 Thiophenes 3 Thienoindoles 4 Thienothiazoles 5 Other Fused 6 Thiazoles 7 Benzothiazoles 8 Thiadiazoles 9 Others 10 Summary Outlook
Язык: Английский
Процитировано
53
Organic Letters, Год журнала: 2020, Номер 22(10), С. 3789 - 3793
Опубликована: Май 3, 2020
We describe a three-component reaction of o-iodoanilines with K2S and DMSO that provides 2-unsubstituted benzothiazoles in moderate to good isolated yields functional group tolerance. Electron-rich aromatic amines o-phenylenediamines instead provided benzimidazoles without under similar conditions. Notably, plays three vital roles: carbon source, solvent, oxidant.
Язык: Английский
Процитировано
52
Chinese Chemical Letters, Год журнала: 2022, Номер 34(1), С. 107565 - 107565
Опубликована: Май 28, 2022
Язык: Английский
Процитировано
31
Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(16)
Опубликована: Фев. 28, 2024
Unsymmetric organic semiconductors have many advantages such as good solubility, rich intermolecular interactions for potential various optoelectronic applications. However, their synthesis is more challenging due to intricate structures thus normally suffering tedious synthesis. Herein, we report a trisulfur radical anion (S
Язык: Английский
Процитировано
7