Radical alkylation of para-quinone methides with 4-substituted Hantzsch esters/nitriles via organic photoredox catalysis

2018 ◽  
Vol 16 (35) ◽  
pp. 6391-6394 ◽  
Author(s):  
Qing-Yan Wu ◽  
Qing-Qiang Min ◽  
Gui-Zhen Ao ◽  
Feng Liu
Keyword(s):  
Transition Metal ◽  
Photoredox Catalysis ◽  
Quinone Methides ◽  
Metal Free

A redox-neutral, transition-metal-free and photocatalytic protocol is developed for the synthesis of functionalized phenols from para-quinone methides.

Regioselective C3-H Trifluoromethylation of 2H-Indazole Under Transition-Metal-Free Photoredox Catalysis

2019 ◽  
Author(s):  
Arumugavel Murugan ◽  
Venkata Nagarjuna Babu ◽  
Nagaraj Sabarinathan ◽  
Sharada Duddu. S
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Practical Approach ◽  
Hypervalent Iodine ◽  
Radical Mechanism ◽  
Photoredox Catalysis ◽  
Metal Free

Here we report a visible-light-promoted metal-free regioselective C3-H trifluoromehtylation reaction that proceeds via radical mechanism and which supported by control experiments. The combination of photoredox catalysis and hypervalent iodine reagent provides a practical approach for the present trifluoromethylation reaction and synthesis of a library of trifluoromethylated indazoles.

Metal-free photocatalytic trifluoromethylative pyridylation of unactivated alkenes

2018 ◽  
Vol 20 (22) ◽  
pp. 5209-5214 ◽  
Author(s):  
Yu-Tao He ◽  
Dahye Kang ◽  
Inwon Kim ◽  
Sungwoo Hong
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Photoredox Catalysis ◽  
Metal Free

An efficient, transition metal-free trifluoromethylative pyridylation of unactivated alkenes was achieved by visible-light-induced photoredox catalysis.

Direct Propargylation of ortho-Quinone Methides with Alkynyl Zinc Reagents: An Application to the One-Pot Synthesis of 2,3-Disubstituted Benzofurans

Synlett ◽  
2020 ◽  
Vol 31 (08) ◽  
pp. 818-822
Author(s):  
Hongjun Ren ◽  
Manman Sun ◽  
Jinyu Song ◽  
Lei Wang ◽  
Wenguang Yin ◽  
...  
Keyword(s):  
Transition Metal ◽  
Functional Group ◽  
Quinone Methides ◽  
One Pot ◽  
Metal Free ◽  
Efficient Strategy ◽  
One Pot Synthesis ◽  
Subsequent Cyclization ◽  
The One

A transition-metal-free propargylation of ortho-quinone methides (o-QMs) with alkynyl zinc reagents was achieved. A conjugate alkynylation of an o-QM and subsequent cyclization sequence in the presence of KOt-Bu for the synthesis of 2,3-disubstituted benzofurans in one pot was developed. This efficient strategy exhibits good functional-group compatibility and gives moderate to good yields. The present reaction might serve as an attractive method for the synthesis of polysubstituted benzofurans.

Understanding the Kinetics and Spectroscopy of Photoredox Catalysis and Transition-Metal-Free Alternatives

2016 ◽  
Vol 49 (6) ◽  
pp. 1320-1330 ◽  
Author(s):  
Spencer P. Pitre ◽  
Christopher D. McTiernan ◽  
Juan C. Scaiano
Keyword(s):  
Transition Metal ◽  
Photoredox Catalysis ◽  
Metal Free

Regio- and stereoselective C(sp2)–H acylation of enamides with aldehydes via transition-metal-free photoredox catalysis

2020 ◽  
Vol 22 (16) ◽  
pp. 5497-5503 ◽  
Author(s):  
Kai Zhao ◽  
Xiao-Chen Zhang ◽  
Ji-Yu Tao ◽  
Xian-Dan Wu ◽  
Jia-Xu Wu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Environmentally Friendly ◽  
Photoredox Catalysis ◽  
Metal Free

A regio- and stereoselective β-C(sp2)–H acylation of enamides with aldehydes is demonstrated, affording geometrically defined acylated enamides under environmentally friendly conditions.

Synthesis of oxindoles through trifluoromethylation of N-aryl acrylamides by photoredox catalysis

2018 ◽  
Vol 16 (35) ◽  
pp. 6564-6568 ◽  
Author(s):  
Maojian Lu ◽  
Zhiji Liu ◽  
Jinwang Zhang ◽  
Yu Tian ◽  
Honggui Qin ◽  
...  
Keyword(s):  
Transition Metal ◽  
Photoredox Catalysis ◽  
Metal Free

A photocatalytic trifluoromethylation of activated alkenes has been established to access CF3-containing oxindoles under strong oxidant and transition metal free conditions.

Sign in / Sign up

Export Citation Format

Share Document