Brønsted Acid Catalyzed, Conjugate Addition of β-Dicarbonyls to In Situ Generatedortho-Quinone Methides-Enantioselective Synthesis of 4-Aryl-4H-Chromenes

2014 ◽  
Vol 53 (30) ◽  
pp. 7923-7927 ◽  
Author(s):  
Osama El-Sepelgy ◽  
Stefan Haseloff ◽  
Santosh Kumar Alamsetti ◽  
Christoph Schneider
Keyword(s):  
Conjugate Addition ◽  
Enantioselective Synthesis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Quinone Methides ◽  
Brönsted Acid ◽  
Acid Catalyzed

scholarly journals Chiral Brønsted acid-catalyzed Friedel–Crafts alkylation of electron-rich arenes with in situ-generated ortho-quinone methides: highly enantioselective synthesis of diarylindolylmethanes and triarylmethanes

2015 ◽  
Vol 51 (8) ◽  
pp. 1461-1464 ◽  
Author(s):  
Satyajit Saha ◽  
Santosh Kumar Alamsetti ◽  
Christoph Schneider
Keyword(s):  
Enantioselective Synthesis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Quinone Methides ◽  
Reaction Conditions ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Chiral Bronsted Acid ◽  
Hydrogen Bonded

Hydrogen-bonded, in situ-generated ortho-quinone methides undergo highly enantioselective Friedel–Crafts reactions with indoles and naphthols under mild reaction conditions.

Synthesis of Pyrrolo[1,2-a]indoles via (3+2)-Annulations of (Aza)-para-Quinone Methides with Indoles

Synthesis ◽  
2020 ◽  
Vol 52 (23) ◽  
pp. 3640-3649 ◽  
Author(s):  
Xiang-Zhi Zhang ◽  
Bao Qiong Li ◽  
Zong-Wang Qiu ◽  
Gui-Hua Wen ◽  
Ai-Jun Ma ◽  
...  
Keyword(s):  
Conjugate Addition ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Quinone Methides ◽  
Propargylic Alcohols ◽  
Brönsted Acid

An efficient and straightforward Brønsted acid mediated (3+2)-annulation of (aza)-para-quinone methides, generated in situ from propargylic alcohols and indoles, has been developed involving 1,8-conjugate addition/5-endo annulation cascade. This protocol affords a mild and effective method for the construction of synthetically important and structurally interesting functionalized pyrrolo[1,2-a]indoles.

Chiral Brønsted acid-catalysed enantioselective synthesis of isoindolinone-derived N(acyl),S-acetals

2016 ◽  
Vol 52 (10) ◽  
pp. 2071-2074 ◽  
Author(s):  
Josipa Suć ◽  
Irena Dokli ◽  
Matija Gredičak
Keyword(s):  
Enantioselective Synthesis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Chiral Bronsted Acid ◽  
High Yields

Chiral Brønsted acid catalyzed synthesis of N(acyl),S-acetals from in situ generated ketimines proceeds in high yields and enantioselectivities.

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