Formation of Carbonyl Compounds from Amines through Oxidative CN Bond Cleavage using Visible Light Photocatalysis and Applications toN-PMB-Amide Deprotection

2015 ◽  
Vol 357 (10) ◽  
pp. 2187-2192 ◽  
Author(s):  
Naeem Iqbal ◽  
Eun Jin Cho
2014 ◽  
Vol 10 ◽  
pp. 2157-2165 ◽  
Author(s):  
Daniel Rackl ◽  
Viktor Kais ◽  
Peter Kreitmeier ◽  
Oliver Reiser

Carbon–oxygen single bonds are ubiquitous in natural products whereas efficient methods for their reductive defunctionalization are rare. In this work an environmentally benign protocol for the activation of carbon–oxygen single bonds of alcohols towards a reductive bond cleavage under visible light photocatalysis was developed. Alcohols were activated as 3,5-bis(trifluoromethyl)-substituted benzoates and irradiation with blue light in the presence of [Ir(ppy)2(dtb-bpy)](PF6) as visible light photocatalyst and Hünig’s base as sacrificial electron donor in an acetonitrile/water mixture generally gave good to excellent yields of the desired defunctionalized compounds. Functional group tolerance is high but the protocol developed is limited to benzylic, α-carbonyl, and α-cyanoalcohols; with other alcohols a slow partial C–F bond reduction in the 3,5-bis(trifluoromethyl)benzoate moiety occurs.


2020 ◽  
Vol 07 ◽  
Author(s):  
Avik K. Bagdi ◽  
Papiya Sikdar

Abstract:: Organic synthesis under environment friendly conditions has great impact in the sustainable development. In this context, visible light photocatalysis has emerged as a green model as this offers an energy-efficient pathway towards the organic transformation. Different transition-metal catalysts (Ir-, Ru-, Cu- etc) and organic dyes (eosin Y, rose bengal, methylene blue etc) are well-known photocatalysts in organic synthesis. Apart from the well-known organophotoredox catalysts, rhodamines (Rhodamine B and Rhodamine 6G) have been also employed as efficient photocatalysts for different organic transformations. In this review, we will focus on the photocatalysis by rhodamines in organic synthesis. Mechanistic pathway of the methodologies will also be discussed. We believe this review will stimulate the employment of rhodamines in the visible light photocatalysis for efficient organic transformations in the future.


2021 ◽  
Author(s):  
Xianfeng Zhang ◽  
Zongqun Li ◽  
Shaowen Xu ◽  
Yaowen Ruan

TiO2/CQD composites were synthesized through carbon quantum dots covalently attached to the surface of hollow TiO2 spheres for visible light photocatalytic degradation of organics.


2021 ◽  
Vol 6 (12) ◽  
pp. 2980-2987
Author(s):  
Savita Kumari ◽  
Suresh Kumar Maury ◽  
Himanshu Kumar Singh ◽  
Arsala Kamal ◽  
Dhirendra Kumar ◽  
...  

Author(s):  
Yang Jiao ◽  
Luka Đorđević ◽  
Haochuan Mao ◽  
Ryan M. Young ◽  
Tyler Jaynes ◽  
...  

2021 ◽  
Vol 23 (5) ◽  
pp. 2017-2024
Author(s):  
Jagadish Khamrai ◽  
Saikat Das ◽  
Aleksandr Savateev ◽  
Markus Antonietti ◽  
Burkhard König

We report the synthesis of 1,4-dicarbonyl compounds and substituted alkenes (Mizoroki–Heck type coupling) starting from secondary and tertiary alkyl halides and vinyl acetate or styrene derivatives using visible-light photocatalysis.


Synthesis ◽  
2020 ◽  
Author(s):  
Jia-Jia Zhao ◽  
Hong-Hao Zhang ◽  
Shouyun Yu

Visible light photoredox catalysis has recently emerged as a powerful tool for the development of new and valuable chemical transformations under mild conditions. Visible-light promoted enantioselective radical transformations of imines and iminium intermediates provide new opportunities for the asymmetric synthesis of amines and asymmetric β-functionalization of unsaturated carbonyl compounds. In this review, the advance in the catalytic asymmetric radical functionalization of imines, as well as iminium intermediates, are summarized. 1 Introduction 2 The enantioselective radical functionalization of imines 2.1 Asymmetric reduction 2.2 Asymmetric cyclization 2.3 Asymmetric addition 2.4 Asymmetric radical coupling 3 The enantioselective radical functionalization of iminium ions 3.1 Asymmetric radical alkylation 3.2 Asymmetric radical acylation 4 Conclusion


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