scholarly journals Transition-metal-free decarboxylative bromination of aromatic carboxylic acids

2018 ◽  
Vol 9 (15) ◽  
pp. 3860-3865 ◽  
Author(s):  
Jacob M. Quibell ◽  
Gregory J. P. Perry ◽  
Diego M. Cannas ◽  
Igor Larrosa
Keyword(s):  
Transition Metal ◽  
Carboxylic Acids ◽  
Aromatic Acids ◽  
Aromatic Carboxylic Acids ◽  
Metal Free ◽  
Aryl Bromides ◽  
Insight Into

Aromatic acids are converted into aryl bromides simply and efficiently via decarboxylation providing new depth and insight into Hunsdiecker-type reactivity.

scholarly journals Transition-metal-free allylation of 2-azaallyls with allyl ethers through polar and radical mechanisms

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Guogang Deng ◽  
Shengzu Duan ◽  
Jing Wang ◽  
Zhuo Chen ◽  
Tongqi Liu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Allyl Ether ◽  
Metal Catalyst ◽  
Metal Free ◽  
Allyl Ethers ◽  
Bond Forming ◽  
Allyl Halides ◽  
Synthetic Utility ◽  
Insight Into ◽  
Allyl Esters

AbstractAllylation of nucleophiles with highly reactive electrophiles like allyl halides can be conducted without metal catalysts. Less reactive electrophiles, such as allyl esters and carbonates, usually require a transition metal catalyst to facilitate the allylation. Herein, we report a unique transition-metal-free allylation strategy with allyl ether electrophiles. Reaction of a host of allyl ethers with 2-azaallyl anions delivers valuable homoallylic amine derivatives (up to 92%), which are significant in the pharmaceutical industry. Interestingly, no deprotonative isomerization or cyclization of the products were observed. The potential synthetic utility and ease of operation is demonstrated by a gram scale telescoped preparation of a homoallylic amine. In addition, mechanistic studies provide insight into these C(sp3)–C(sp3) bond-forming reactions.

Mechanochemical synthesis of aromatic sulfonamides.

2021 ◽  
Author(s):  
Satenik Mkrtchyan ◽  
Viktor Iaroshenko
Keyword(s):  
Carboxylic Acids ◽  
Mechanochemical Synthesis ◽  
Aromatic Carboxylic Acids ◽  
Aryl Bromides ◽  
Mechanic Energy

A three-component Pd-catalysed aminosulfonylation reaction of K2S2O5, amine with aryl bromides or aromatic carboxylic acids is described. This strategy utilises mechanic energy and accommodates primary as well as secondary aliphatic...

Transition metal-free, visible-light-mediated construction of α,β-diamino esters via decarboxylative radical addition at room temperature

2019 ◽  
Vol 6 (13) ◽  
pp. 2245-2249 ◽  
Author(s):  
Guibing Wu ◽  
Jingwen Wang ◽  
Chengyu Liu ◽  
Maolin Sun ◽  
Lei Zhang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Carboxylic Acids ◽  
Room Temperature ◽  
Radical Addition ◽  
Metal Free ◽  
Radical Coupling

A metal-free photoredox catalyzed decarboxylative radical coupling of free-carboxylic acids and glyoxylic oximes was developed to synthesize α,β-diamino acids.

Transition Metal‐Free, Base‐Induced Arylation of Amino Acids: Synthesis of N ‐( para ‐Substituted phenyl)amino‐2‐carboxylic acids

2020 ◽  
Vol 5 (28) ◽  
pp. 8644-8648 ◽  
Author(s):  
Adejoke D. Osinubi ◽  
Josephat U. Izunobi ◽  
Olayinka T. Asekun ◽  
Oluwole B. Familoni ◽  
Xiaoguang Bao
Keyword(s):  
Amino Acids ◽  
Transition Metal ◽  
Carboxylic Acids ◽  
Free Base ◽  
Metal Free

Transition metal-free decarboxylative alkylation reactions

2016 ◽  
Vol 14 (46) ◽  
pp. 10763-10777 ◽  
Author(s):  
Ping Liu ◽  
Guanghui Zhang ◽  
Peipei Sun
Keyword(s):  
Transition Metal ◽  
Carboxylic Acids ◽  
Metal Free ◽  
Recent Advances ◽  
Alkylation Reactions

This review summarizes recent advances in the transition metal-free decarboxylative alkylation of carboxylic acids and their derivatives.

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