Chemoselective N–H functionalization of indole derivatives via the Reissert-type reaction catalyzed by a chiral phosphoric acid

2018 ◽  
Vol 16 (33) ◽  
pp. 6146-6154 ◽  
Author(s):  
Yue Cai ◽  
Qing Gu ◽  
Shu-Li You
Keyword(s):  
Phosphoric Acid ◽  
Indole Derivatives ◽  
Type Reaction ◽  
Chiral Phosphoric Acid

An asymmetric N-alkylation of indole derivatives via the Reissert-type reaction was realized in the presence of 10 mol% chiral phosphoric acid.

A chiral Brønsted acid-catalyzed highly enantioselective Mannich-type reaction of α-diazo esters with in situ generated N-acyl ketimines

2018 ◽  
Vol 54 (28) ◽  
pp. 3516-3519 ◽  
Author(s):  
Rajshekhar A. Unhale ◽  
Milon M. Sadhu ◽  
Sumit K. Ray ◽  
Rayhan G. Biswas ◽  
Vinod K. Singh
Keyword(s):  
Phosphoric Acid ◽  
Reaction Conditions ◽  
Type Reaction ◽  
Chiral Phosphoric Acid ◽  
Brönsted Acid ◽  
Diazo Esters ◽  
Reaction Proceeds ◽  
Acid Catalyzed ◽  
Chiral Bronsted Acid

A chiral phosphoric acid-catalyzed asymmetric Mannich-type reaction of α-diazo esters with in situ generated N-acyl ketimines, derived from 3-aryl-3-hydroxyisoindolinones has been demonstrated. The reaction proceeds smoothly under mild reaction conditions.

scholarly journals Organocatalytic asymmetric selenofunctionalization of tryptamine for the synthesis of hexahydropyrrolo[2,3-b]indole derivatives

2013 ◽  
Vol 9 ◽  
pp. 1559-1564 ◽  
Author(s):  
Qiang Wei ◽  
Ya-Yi Wang ◽  
Yu-Liu Du ◽  
Liu-Zhu Gong
Keyword(s):  
Phosphoric Acid ◽  
Indole Derivatives ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed ◽  
High Yields

A chiral phosphoric acid-catalyzed selenofunctionalization of tryptamine derivatives provides access to 3a-(phenylselenyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole derivatives in high yields and with synthetically useful levels of enantioselectivity (up to 89% ee).

Enantioselective Mannich-Type Reaction Catalyzed by a Chiral Phosphoric Acid Bearing an (S)-Biphenol Backbone

Synlett ◽  
2009 ◽  
Vol 2009 (10) ◽  
pp. 1664-1666 ◽  
Author(s):  
Takahiko Akiyama ◽  
Takuya Katoh ◽  
Keiji Mori ◽  
Kazuaki Kanno
Keyword(s):  
Phosphoric Acid ◽  
Type Reaction ◽  
Chiral Phosphoric Acid

Vinylogous Mannich-Type Reaction Catalyzed by an Iodine-Substituted Chiral Phosphoric Acid

2008 ◽  
Vol 350 (3) ◽  
pp. 399-402 ◽  
Author(s):  
Takahiko Akiyama ◽  
Yasuhiro Honma ◽  
Junji Itoh ◽  
Kohei Fuchibe
Keyword(s):  
Phosphoric Acid ◽  
Type Reaction ◽  
Chiral Phosphoric Acid
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