Synthesis of Tetrahydroisoindolinones via a Metal‐Free Dehydrogenative Diels‐Alder Reaction

2019 ◽  
Vol 361 (10) ◽  
pp. 2268-2273 ◽  
Author(s):  
Wen‐Lei Xu ◽  
Lei Tang ◽  
Chen‐Yu Ge ◽  
Jie Chen ◽  
Ling Zhou
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Metal Free ◽  
Diels Alder Reaction

scholarly journals One-Pot and Metal-Free Synthesis of 3-Arylated 4-Nitrophenols via Polyfunctionalized Cyclohexanones from β-Nitrostyrenes

2020 ◽  
Author(s):  
Haruyasu Asahara ◽  
Minami Hiraishi ◽  
Nagatoshi Nishiwaki
Keyword(s):  
Dimethyl Sulfoxide ◽  
Catalytic Amount ◽  
Alder Reaction ◽  
Diels Alder ◽  
One Pot ◽  
Metal Free ◽  
Diels Alder Reaction ◽  
Thienyl Group ◽  
Danishefsky's Diene

β-Nitrostyrenes underwent the Diels-Alder reaction with Danishefsky’s diene to afford cyclohexenes together with the corresponding hydrolyzed products, 3-arylated 5-methoxy-4-nitrocyclohexanones. When the reaction was conducted in the presence of water, the cyclohexenes were efficiently hydrolyzed into cyclohexanones. Subsequent aromatization by heating the cyclohexanone with a catalytic amount of iodine in dimethyl sulfoxide gave 3-arylated 4-nitrophenols. The reaction of nitrostyrenes with Danishefsky’s diene could be conducted in one-pot to directly afford the corresponding nitrophenols. Moreover, a heteroaryl group such as a thienyl group could be introduced into the nitrophenol framework.

scholarly journals One-pot and metal-free synthesis of 3-arylated-4-nitrophenols via polyfunctionalized cyclohexanones from β-nitrostyrenes

2020 ◽  
Vol 16 ◽  
pp. 1830-1836
Author(s):  
Haruyasu Asahara ◽  
Minami Hiraishi ◽  
Nagatoshi Nishiwaki
Keyword(s):  
Dimethyl Sulfoxide ◽  
Catalytic Amount ◽  
Alder Reaction ◽  
Diels Alder ◽  
One Pot ◽  
Metal Free ◽  
Diels Alder Reaction ◽  
Thienyl Group ◽  
Danishefsky's Diene

β-Nitrostyrenes underwent a Diels–Alder reaction with Danishefsky’s diene to afford cyclohexenes together with the corresponding hydrolyzed products, 3-arylated-5-methoxy-4-nitrocyclohexanones. When the reaction was conducted in the presence of water, the cyclohexenes were efficiently hydrolyzed into cyclohexanones. Subsequent aromatization by heating the cyclohexanone with a catalytic amount of iodine in dimethyl sulfoxide gave 3-arylated-4-nitrophenols. The reaction of nitrostyrenes with Danishefsky’s diene could be conducted in one pot to directly afford the corresponding nitrophenols. Moreover, a heteroaryl group, e.g., a thienyl group could be introduced into the nitrophenol framework.

Metal-Free Formal Inverse-Electron-Demand Diels–Alder Reaction of 1,2-Diazines with Ynamides

2018 ◽  
Vol 20 (19) ◽  
pp. 6055-6058 ◽  
Author(s):  
Jian Xue ◽  
Erhui Gao ◽  
Xiao-Na Wang ◽  
Junbiao Chang
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Inverse Electron Demand ◽  
Metal Free ◽  
Diels Alder Reaction ◽  
Formal Inverse ◽  
Electron Demand

A metal-free one-pot synthesis of benzo[c]chromen-6-ones from 3,4-dichlorocoumarins and butadienes using tandem photo-thermal-photo reactions

2016 ◽  
Vol 14 (41) ◽  
pp. 9874-9882 ◽  
Author(s):  
Yan Zhang ◽  
Yan Tian ◽  
Pei Xiang ◽  
Ning Huang ◽  
Jianyi Wang ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
One Pot ◽  
Metal Free ◽  
One Pot Synthesis ◽  
Diels Alder Reaction

A concise one-pot synthesis of benzo[c]chromen-6-ones from dichlorocoumarins and butadienes has been achieved, using a photo-initiated formal Diels–Alder reaction, with high overall yields.

scholarly journals A simple ketone as an efficient metal-free catalyst for visible-light-mediated Diels–Alder and aza-Diels–Alder reactions

2019 ◽  
Vol 21 (8) ◽  
pp. 1916-1920 ◽  
Author(s):  
Jiri Kollmann ◽  
Yu Zhang ◽  
Waldemar Schilling ◽  
Tong Zhang ◽  
Daniel Riemer ◽  
...  
Keyword(s):  
Visible Light ◽  
Experimental Evidence ◽  
Homogeneous System ◽  
Alder Reaction ◽  
Diels Alder ◽  
Light Conditions ◽  
Metal Free ◽  
Diels Alder Reaction

An efficient metal-free homogeneous system has been developed for the Diels–Alder reaction between electron-rich dienophiles and dienes under visible-light conditions. The mechanism of this reaction has been proposed based on the experimental evidence.

Integration of metal-free ATRP and Diels-Alder reaction toward sustainable and recyclable cellulose-based thermoset elastomers

2020 ◽  
Vol 242 ◽  
pp. 116404 ◽  
Author(s):  
Chuanwei Lu ◽  
Xiaoliang Guo ◽  
Chunpeng Wang ◽  
Jifu Wang ◽  
Fuxiang Chu
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Metal Free ◽  
Diels Alder Reaction

Functionalization of Graphite with the Diels–Alder Reaction to Fabricate Metal‐Free Electrocatalysts for Highly Efficient Hydrogen Evolution Reaction

2018 ◽  
Vol 3 (46) ◽  
pp. 13070-13075 ◽  
Author(s):  
Amir Abdolmaleki ◽  
Shadpour Mallakpour ◽  
Manzar Mahmoudian ◽  
Saeedeh Kamali ◽  
Mohammad Zhiani ◽  
...  
Keyword(s):  
Hydrogen Evolution ◽  
Hydrogen Evolution Reaction ◽  
Alder Reaction ◽  
Diels Alder ◽  
Metal Free ◽  
Highly Efficient ◽  
Diels Alder Reaction

The Diels-Alder Reaction of 2-Ethenyl-1,4-Benzodioxin: A New and Simple Synthesis of Bisaryl Ethers

Synlett ◽  
1989 ◽  
Vol 1989 (01) ◽  
pp. 30-32
Author(s):  
Thomas V. Lee ◽  
Alistair J. Leigh ◽  
Christopher B. Chapleo
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Simple Synthesis ◽  
Diels Alder Reaction
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