Facile access to versatile aza-macrolides through iridium-catalysed cascade allyl-amination/macrolactonization

2020 ◽  
Vol 56 (6) ◽  
pp. 960-963 ◽  
Author(s):  
Wei Fu ◽  
Lianhui Wang ◽  
Zi Yang ◽  
Jiang-Shan Shen ◽  
Fei Tang ◽  
...  
Keyword(s):  
Direct Access ◽  
Mild Conditions

Direct access to benzo-fused aza-macrolides was successfully realised via the first iridium-catalysed intermolecular decarboxylative couplings of vinylethylene carbonates with isatoic anhydrides under relatively mild conditions.

Ligand- and catalyst-free intramolecular C-S bond formation: direct access to indalothiochromen- 4-ones

2015 ◽  
Vol 21 (3) ◽  
pp. 159-163 ◽  
Author(s):  
T.A. Jenifer Vijay ◽  
Nagarakere C. Sandhya ◽  
C.S. Pavankumar ◽  
Kanchugarakoppal S. Rangappa ◽  
Kempegowda Mantelingu
Keyword(s):  
Functional Group ◽  
Direct Synthesis ◽  
Bond Formation ◽  
Direct Access ◽  
Mild Conditions ◽  
Catalyst Free

AbstractAn efficient ligand- and catalyst-free intramolecular S-arylation leading to the direct synthesis of indalothiochromen-4-ones from simple dithioesters under mild conditions has been developed. This method is particularly noteworthy given its experimental simplicity, high generality, and good functional group toleration.

Lewis Acid-Mediated Efficient Synthesis of 4H-1,3-benzo-xazines and Their Derivatives 4,5-dihydro-1,3-benzo-xazepines

2020 ◽  
Vol 24 (11) ◽  
pp. 1263-1273
Author(s):  
An Junkai ◽  
Liu Jikun ◽  
Shi Ying ◽  
Zhu Weiwei ◽  
Guo Guoying ◽  
...  
Keyword(s):  
Organic Synthesis ◽  
Lewis Acid ◽  
Functional Group ◽  
Materials Science ◽  
Pharmaceutical Research ◽  
Direct Access ◽  
Efficient Synthesis ◽  
Mild Conditions ◽  
Promising Strategy ◽  
Characteristic Features

: Compounds containing 4H-1,3-benzo-xazine core usually possess characteristic features and have been applied in the fields of organic synthesis, pharmaceutical research, materials science and bioscience. Here we reported convenient and direct access to 4H-1,3- benzo-xazines and their derivatives through intramolecular cyclization of olefinic amides or ureas with good to excellent yields in the presence of TMSOTf. The properties (mild conditions, metal or additives-free, wide substrate scope and functional group tolerance) of the process made it a promising strategy to synthesize various benzo-xazines and their derivatives.

Direct Access to α-Oxoketene Aminals via Copper-Catalyzed Formal Oxyaminalization of Alkenes under Mild Conditions

2019 ◽  
Vol 21 (7) ◽  
pp. 2223-2226 ◽  
Author(s):  
Lu Wang ◽  
Chaorong Qi ◽  
Tianzuo Guo ◽  
Huanfeng Jiang
Keyword(s):  
Direct Access ◽  
Mild Conditions

Metal-free insertion of sulfur dioxide with aryl iodides under ultraviolet irradiation: direct access to sulfonated cyclic compounds

2020 ◽  
Vol 7 (1) ◽  
pp. 14-18 ◽  
Author(s):  
Shengqing Ye ◽  
Kaida Zhou ◽  
Pornchai Rojsitthisak ◽  
Jie Wu
Keyword(s):  
Sulfur Dioxide ◽  
Ultraviolet Irradiation ◽  
Room Temperature ◽  
Direct Access ◽  
Metal Free ◽  
Mild Conditions ◽  
Aryl Iodides ◽  
Convenient Route ◽  
Cyclic Compounds ◽  
Allylic Bromide

Metal-free insertion of sulfur dioxide with aryl iodides and silyl enolates or allylic bromide under ultraviolet irradiation at room temperature is accomplished. This protocol provides a convenient route to sulfonated cyclic compounds under mild conditions.

Visible-light-mediated de-aminative alkylation of N-arylamines with alkyl Katritzky salts

2019 ◽  
Vol 6 (23) ◽  
pp. 3902-3905 ◽  
Author(s):  
Yuliang Xu ◽  
Ze-Jun Xu ◽  
Zhao-Peng Liu ◽  
Hongxiang Lou
Keyword(s):  
Visible Light ◽  
Direct Access ◽  
Mild Conditions

A visible-light-mediated de-aminative alkylation of N-arylamines has been developed, providing direct access to α-amino C–H functionalization from readily available Katritzky salts under mild conditions.

scholarly journals Enantioselective synthesis of α-amino esters through Petasis borono-Mannich multicomponent reaction of potassium trifluoroborate salts

2019 ◽  
Vol 43 (11-12) ◽  
pp. 557-564 ◽  
Author(s):  
Mengnan Tong ◽  
Xiang Bai ◽  
Xin Meng ◽  
Jianfei Wang ◽  
Tao Wang ◽  
...  
Keyword(s):  
Multicomponent Reaction ◽  
Optically Active ◽  
Enantioselective Synthesis ◽  
Direct Access ◽  
Amino Esters ◽  
Mild Conditions

Enantioselective synthesis of α-amino esters have been achieved through the Petasis borono-Mannich multicomponent reaction using ( R)-BINOL-derived catalysts with stable heteroaryl and alkenyl trifluoroborate salts under mild conditions. The reaction provides direct access to optically active α-amino esters with moderate to good yields and enantioselectivities.

Direct access to substituted benzo[b]carbazoles through cascade annulation of 2-vinylbenzaldehydes with indoles

2019 ◽  
Vol 55 (23) ◽  
pp. 3339-3342 ◽  
Author(s):  
Deng-Yuan Li ◽  
An Wang ◽  
Xiao-Ping Zhu ◽  
Wei Feng ◽  
Pei-Nian Liu
Keyword(s):  
Good Yield ◽  
Direct Access ◽  
Mild Conditions ◽  
Highly Efficient ◽  
Palladium Catalyzed

A highly efficient palladium-catalyzed cascade annulation of 2-vinylbenzaldehydes with indoles has been achieved to afford 6-(3-indolyl)benzo[b]carbazoles under mild conditions in good yield and with excellent regioselectivity.

Direct Access to Highly Functionalised Benzimidazoles and Benzoxazoles from a Common Precursor

Synthesis ◽  
2019 ◽  
Vol 51 (21) ◽  
pp. 4006-4013 ◽  
Author(s):  
Amanda Garrido ◽  
Pierre-Olivier Delaye ◽  
François Quintin ◽  
Mohamed Abarbri ◽  
Pedro Lameiras ◽  
...  
Keyword(s):  
Organic Synthesis ◽  
Building Block ◽  
Medicinal Chemistry ◽  
Direct Access ◽  
One Pot ◽  
Metal Free ◽  
Mild Conditions ◽  
Common Precursor ◽  
Biological Interest ◽  
Wide Range

Benzoxazole and benzimidazole are commonly encountered heterocycles in medicinal chemistry and their functionalisation around 1-, 2-, 5-, and/or 6-positions provides a wide range of molecules of biological interest. In this manuscript, a straightforward preparation of diversely and highly substituted benzimidazoles and benzoxazoles on these positions, from a common starting material, a 3,3-dibromoacrolein, is described. Such acrolein derivatives are almost never described in the literature or used as ‘building-block’ for organic synthesis. The double electrophilicity of this substrate was found to be advantageous for condensation with two equivalents of various 1,2-diaminobenzene or 2-aminophenol derivatives. This one-pot reaction performed under metal-free and mild conditions allows the creation of three new carbon–heteroatom bonds and affords the desired heterocycles.

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