Facile Synthesis of Oxime Amino Ethers via Lewis Acid Catalyzed SN2-Type Ring Opening of Activated Aziridines with Aryl Aldehyde Oximes

Synlett ◽  
2020 ◽  
Vol 31 (07) ◽  
pp. 708-712
Author(s):  
Aditya Bhattacharyya ◽  
Subhomoy Das ◽  
Navya Chauhan ◽  
Pronay K. Biswas ◽  
Manas K. Ghorai
Keyword(s):  
Lewis Acid ◽  
Ring Opening ◽  
Facile Synthesis ◽  
Simple Strategy ◽  
Wide Range ◽  
Aryl Aldehyde ◽  
Acid Catalyzed ◽  
High Yields

A simple strategy to access a wide range of substituted oxime amino ethers in good to high yields via Lewis acid catalyzed SN2-type ring opening of activated aziridines with aryl aldehyde oximes is reported.

Stereoselective synthesis of 3-spiropiperidino indoleninesviaSN2-type ring opening of activated aziridines with 1H-indoles/Pd-catalyzed spirocyclization with propargyl carbonates

2018 ◽  
Vol 54 (62) ◽  
pp. 8583-8586 ◽  
Author(s):  
Sajan Pradhan ◽  
Chandan Kumar Shahi ◽  
Aditya Bhattacharyya ◽  
Manas K. Ghorai
Keyword(s):  
Lewis Acid ◽  
Ring Opening ◽  
Stereoselective Synthesis ◽  
Synthetic Route ◽  
Acid Catalyzed ◽  
High Yields

A novel synthetic route to 3-spiropiperidino indoleninesviaLewis acid catalyzed SN2-type ring opening of activated aziridines with 1H-indoles followed by Pd-catalyzed spirocyclization with propargyl carbonates in high yields (up to 88%) with excellent diastereo- and enantiospecificity (dr >99 : 1; ee up to >99) is reported.

Efficient Synthesis of Diarylmethylamines via Lewis Acid Catalyzed Friedel–Crafts Reactions of Donor–Acceptor Aziridines with N,N-Dialkylanilines

Synthesis ◽  
2019 ◽  
Vol 52 (02) ◽  
pp. 281-289
Author(s):  
Yerin Kim ◽  
Yong Il Kwon ◽  
Sung-Gon Kim
Keyword(s):  
Lewis Acid ◽  
Efficient Synthesis ◽  
Broad Scope ◽  
Donor Acceptor ◽  
Acid Catalyzed ◽  
High Yields

A method for efficient and mild synthesis of diarylmethylamine scaffold, via Lewis acid catalyzed Friedel–Crafts reaction of donor­–acceptor aziridines with N,N-dialkylanilines to afford a biologically important diarylmethylamine derivatives in high yields (up to 88%), is presented. This reaction is suitable for the synthesis of various diarylmethylamine derivatives and has a broad scope for electron-rich arenes, including dimethoxybenzene.

scholarly journals Lewis Acid Catalyzed Ring-Opening 1,3-Aminothiolation of Donor–Acceptor Cyclopropanes Using Sulfenamides

2020 ◽  
Vol 22 (6) ◽  
pp. 2276-2280 ◽  
Author(s):  
Avishek Guin ◽  
Thukaram Rathod ◽  
Rahul N. Gaykar ◽  
Tony Roy ◽  
Akkattu T. Biju
Keyword(s):  
Lewis Acid ◽  
Ring Opening ◽  
Donor Acceptor ◽  
Acid Catalyzed

Gold/Lewis acid catalyzed oxidative cyclization involving activation of nitriles

2020 ◽  
Vol 56 (99) ◽  
pp. 15581-15584
Author(s):  
Ali Wang ◽  
Xin Xie ◽  
Chunli Zhang ◽  
Yuanhong Liu
Keyword(s):  
Lewis Acid ◽  
Oxidative Cyclization ◽  
Facile Synthesis ◽  
Acid Catalyzed

A dual gold/Lewis acid-catalyzed oxidative cyclization of alkyne–nitriles with water or alcohol allows a facile synthesis of functionalized isoquinolin-1(2H)-ones and 1-alkoxy-isoquinolines.

Lewis Acid-Catalyzed Rearrangement of Fluoroalkylated Propargylic Alcohols: An Alternative Approach to β-Fluoroalkyl-α,β-enones

Synlett ◽  
2019 ◽  
Vol 30 (03) ◽  
pp. 356-360 ◽  
Author(s):  
Manickavasakam Ramasamy ◽  
Hui-Chang Lin ◽  
Sheng-Chu Kuo ◽  
Min-Tsang Hsieh
Keyword(s):  
Lewis Acid ◽  
Propargylic Alcohols ◽  
Alternative Approach ◽  
Acid Catalyzed ◽  
High Yields ◽  
High Stereoselectivity

A practical Lewis acid-catalyzed Meyer–Schuster rearrangement of fluoroalkylated propargylic alcohols, leading to a series of β-fluoroalkyl-α,β-enones, is developed. The methodology reported herein features moderate to high yields and high stereoselectivity in the synthesis of β-alkyl-β-fluoroalkyl-α,β-enones.

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