Visible-Light-Promoted Alkylation of Indoles with Tertiary Amines by the Oxidation of a sp 3 C-H Bond

2017 ◽  
Vol 360 (4) ◽  
pp. 762-767 ◽  
Author(s):  
Xuan Ding ◽  
Chun-Lin Dong ◽  
Zhi Guan ◽  
Yan-Hong He
Keyword(s):  
Visible Light ◽  
Tertiary Amines

Catalyst-Free [2,3]-Sigmatropic Rearrangement Reactions of Photochemically Generated Ammonium Ylides

Synthesis ◽  
2019 ◽  
Vol 51 (23) ◽  
pp. 4348-4358 ◽  
Author(s):  
Fang Li ◽  
Feifei He ◽  
Rene M. Koenigs
Keyword(s):  
Visible Light ◽  
Sigmatropic Rearrangement ◽  
Tertiary Amines ◽  
Amino Esters ◽  
Catalyst Free ◽  
Rearrangement Reaction ◽  
Rearrangement Reactions ◽  
Free Ammonium

The rearrangement reaction of ammonium ylides furnishes valuable α,α-disubstituted amino esters. In this work, we describe the visible-light photolysis reaction of aryldiazoacetates in the presence of tertiary amines that react via a free ammonium ylide in a sigmatropic rearrangement reaction to provide amino esters in moderate to very good yields (33 examples, up to 97% yield).

Visible light catalyzed Mannich reaction between tert-amines and silyl diazoenolates

2017 ◽  
Vol 15 (35) ◽  
pp. 7369-7373 ◽  
Author(s):  
Mukund M. D. Pramanik ◽  
Savita B. Nagode ◽  
Ruchir Kant ◽  
Namrata Rastogi
Keyword(s):  
Visible Light ◽  
Mannich Reaction ◽  
Tertiary Amines

The present work documents the α-C–H functionalization of tertiary amines via the visible light catalyzed Mannich reaction with silyl diazoenolates.

scholarly journals One-pot functionalisation of N-substituted tetrahydroisoquinolines by photooxidation and tunable organometallic trapping of iminium intermediates

2014 ◽  
Vol 10 ◽  
pp. 2981-2988 ◽  
Author(s):  
Joshua P Barham ◽  
Matthew P John ◽  
John A Murphy
Keyword(s):  
Visible Light ◽  
Tertiary Amines ◽  
One Pot ◽  
Carbon Nucleophiles ◽  
Iminium Salts ◽  
Iminium Ions ◽  
Nucleophilic Trapping ◽  
Limited Scope

Nucleophilic trapping of iminium salts generated via oxidative functionalisation of tertiary amines is well established with stabilised carbon nucleophiles. The few reports of organometallic additions have limited scope of substrate and organometallic nucleophile. We report a novel, one-pot methodology that functionalises N-substituted tetrahydroisoquinolines by visible light-assisted photooxidation, followed by trapping of the resultant iminium ions with organometallic nucleophiles. This affords 1,2-disubstituted tetrahydroisoquinolines in moderate to excellent yields.

Solvent-free and room temperature visible light-induced C–H activation: CdS as a highly efficient photo-induced reusable nano-catalyst for the C–H functionalization cyclization of t-amines and C–C double and triple bonds

2018 ◽  
Vol 20 (24) ◽  
pp. 5540-5549 ◽  
Author(s):  
Somayeh Firoozi ◽  
Mona Hosseini-Sarvari ◽  
Mehdi Koohgard
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Solvent Free ◽  
Tertiary Amines ◽  
Triple Bonds ◽  
Highly Efficient ◽  
Nano Catalyst

Nano-sized CdS was successfully prepared, fully characterized and applied as a highly efficient reusable photocatalyst for the condensation of tertiary amines with double and triple bonds via a C–H activation approach.

Brønsted acid cocatalysis in photocatalytic intramolecular coupling of tertiary amines: efficient synthesis of 2-arylindols

2016 ◽  
Vol 14 (31) ◽  
pp. 7447-7450 ◽  
Author(s):  
Xiaoqian Yuan ◽  
Xinxin Wu ◽  
Shupeng Dong ◽  
Guibing Wu ◽  
Jinxing Ye
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Coupling Reaction ◽  
Bronsted Acid ◽  
Tertiary Amines ◽  
Brønsted Acid ◽  
Efficient Synthesis ◽  
Unsaturated Ketones ◽  
Brönsted Acid

We report herein a highly efficient intramolecular coupling reaction of tertiary amines and ketones (α,β-unsaturated ketones) by using a Brønsted acid as a cocatalyst, affording 2-arylindols in good to excellent yields (up to 92%) under visible light irradiation at room temperature.

Visible-Light Photoredox Catalytic α-Cyanation Reactions of Tertiary Amines

2017 ◽  
Vol 75 (1) ◽  
pp. 110 ◽  
Author(s):  
Quanquan Zhou ◽  
Dan Liu ◽  
Wenjing Xiao ◽  
Liangqiu Lu
Keyword(s):  
Visible Light ◽  
Tertiary Amines

Visible-Light-Promoted Asymmetric Cross-Dehydrogenative Coupling of Tertiary Amines to Ketones by Synergistic Multiple Catalysis

2017 ◽  
Vol 129 (13) ◽  
pp. 3748-3752 ◽  
Author(s):  
Qi Yang ◽  
Long Zhang ◽  
Chen Ye ◽  
Sanzhong Luo ◽  
Li-Zhu Wu ◽  
...  
Keyword(s):  
Visible Light ◽  
Tertiary Amines ◽  
Dehydrogenative Coupling

scholarly journals Efficient visible light-mediated cross-dehydrogenative coupling reactions of tertiary amines catalyzed by a polymer-immobilized iridium-based photocatalyst

2014 ◽  
Vol 16 (5) ◽  
pp. 2438-2442 ◽  
Author(s):  
Woo-Jin Yoo ◽  
Shū Kobayashi
Keyword(s):  
Visible Light ◽  
Heterogeneous Catalyst ◽  
Coupling Reactions ◽  
Tertiary Amines ◽  
Visible Light Photocatalyst ◽  
Dehydrogenative Coupling ◽  
Polymer Supported

A polymer-supported Ir-based visible light photocatalyst was developed, and was evaluated as a heterogeneous catalyst for the aerobic phosphonylation reaction of N-aryl tetrahydroisoquinolines.

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