scholarly journals Reduction of Nitroarenes to Anilines with a Benzothiazoline: Application to Enantioselective Synthesis of 2-Arylquinoline Derivatives

Synlett ◽  
2018 ◽  
Vol 30 (04) ◽  
pp. 499-502 ◽  
Author(s):  
Masamichi Miyagawa ◽  
Ryota Yamamoto ◽  
Nanako Kobayashi ◽  
Takahiko Akiyama
Keyword(s):  
Phosphoric Acid ◽  
Enantioselective Synthesis ◽  
Hydrogen Donor ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Metal Free ◽  
Aniline Derivatives ◽  
Chiral Phosphoric Acid ◽  
Brönsted Acid ◽  
Short Time

The metal-free reduction of nitroarenes to aniline derivatives was accomplished in a short time by using a benzothiazoline as the hydrogen donor in combination with a Brønsted acid. An enantioselective synthesis of 2-arylquinolines was achieved by using 1-aryl-3-(2-nitrophenyl)propan-1-ones as starting materials and a combination of a benzothiazoline and a chiral phosphoric acid.

Practical catalytic enantioselective synthesis of 2,3-dihydroquin-azolinones by chiral brønsted acid catalysis

2021 ◽  
Author(s):  
Yongbiao Guo ◽  
Zhenhua Gao ◽  
Junchen Li ◽  
Xiaojing Bi ◽  
Enxue Shi ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Acid Catalysis ◽  
Enantioselective Synthesis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Chiral Bronsted Acid ◽  
Bronsted Acid Catalysis

An efficient, practical and scalable protocol to prepare chiral 2,3-dihydroquinazolinones was developed under catalysis of spirocyclic SPINOL-phosphoric acid.

Chiral Brønsted Acid from Chiral Phosphoric Acid Boron Complex and Water: Asymmetric Reduction of Indoles

2020 ◽  
Vol 132 (8) ◽  
pp. 3320-3325 ◽  
Author(s):  
Kai Yang ◽  
Yixian Lou ◽  
Chenglan Wang ◽  
Liang‐Wen Qi ◽  
Tongchang Fang ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Reduction ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Chiral Phosphoric Acid ◽  
Brönsted Acid ◽  
Boron Complex ◽  
Chiral Bronsted Acid

scholarly journals An asymmetric Brønsted acid-catalyzed Friedel–Crafts reaction of indoles with cyclic N-sulfimines

RSC Advances ◽  
2017 ◽  
Vol 7 (54) ◽  
pp. 34283-34286 ◽  
Author(s):  
Sang Gyu Lee ◽  
Sung-Gon Kim
Keyword(s):  
Phosphoric Acid ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Chiral Phosphoric Acid ◽  
Brönsted Acid ◽  
Acid Catalyzed

A highly enantioselective organocatalytic Friedel–Crafts reaction of indoles with cyclic N-sulfimines using a chiral phosphoric acid as an organocatalyst has been developed.

Chiral Brønsted Acid from Chiral Phosphoric Acid Boron Complex and Water: Asymmetric Reduction of Indoles

2020 ◽  
Vol 59 (8) ◽  
pp. 3294-3299 ◽  
Author(s):  
Kai Yang ◽  
Yixian Lou ◽  
Chenglan Wang ◽  
Liang‐Wen Qi ◽  
Tongchang Fang ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Reduction ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Chiral Phosphoric Acid ◽  
Brönsted Acid ◽  
Boron Complex ◽  
Chiral Bronsted Acid

scholarly journals Synthesis of six-membered spirooxindolesviaa chiral Brønsted acid-catalyzed asymmetric intramolecular Friedel–Crafts reaction

RSC Advances ◽  
2018 ◽  
Vol 8 (65) ◽  
pp. 37035-37039 ◽  
Author(s):  
Hui-Xuan Chen ◽  
Yaqi Zhang ◽  
Yuyang Zhang ◽  
Xuefeng He ◽  
Zhen-Wei Zhang ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Chiral Phosphoric Acid ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Chiral Bronsted Acid

A chiral phosphoric acid-catalyzed asymmetric intramolecular Friedel–Crafts reaction for the synthesis of 3′,4′-dihydro-2′H-spiro[indoline-3,1′-pyrrolo[1,2-a]pyrazin]-2-ones.

scholarly journals Chiral Brønsted acid-catalyzed enantioselective Friedel–Crafts reaction of 2-methoxyfuran with aliphatic ketimines generated in situ

2016 ◽  
Vol 7 (2) ◽  
pp. 1057-1062 ◽  
Author(s):  
Azusa Kondoh ◽  
Yusuke Ota ◽  
Takazumi Komuro ◽  
Fuyuki Egawa ◽  
Kyohei Kanomata ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Acid Catalyst ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Chiral Phosphoric Acid ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Chiral Bronsted Acid

An enantioselective Friedel–Crafts reaction with aliphatic ketimines generated in situ from hemiaminal ethers afforded products with high enantioselectivity under the influence of a chiral phosphoric acid catalyst.

Chiral phosphoric acid-catalyzed direct asymmetric mannich reaction of cyclicC-acylimines with simple ketones: facile access to C2-quaternary indolin-3-ones

2018 ◽  
Vol 54 (66) ◽  
pp. 9151-9154 ◽  
Author(s):  
Jin-Shan Li ◽  
Yong-Jie Liu ◽  
Shen Li ◽  
Jun-An Ma
Keyword(s):  
Phosphoric Acid ◽  
Mannich Reaction ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Chiral Phosphoric Acid ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Chiral Bronsted Acid

A chiral Brønsted acid-catalyzed direct asymmetric Mannich reaction of simple ketones with cyclicC-acylimines has been established for the synthesis of C2-quaternary indolin-3-ones.

Brønsted Acid-Catalyzed Solvent-Controlled Regioselective Hydrothiolation and Diastereoselective Cascade Cyclization of Dienes

2021 ◽  
Author(s):  
Kai Ji ◽  
Ka Lu ◽  
Jie Huang ◽  
Zi-Hao Li ◽  
Tong-Mei Ding ◽  
...  
Keyword(s):  
Free Atom ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Metal Free ◽  
Cascade Cyclization ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
First Time

A highly regio- and diastereo-selective Brønsted acid-catalyzed tandem hydrothiolation/Friedel-Crafts reaction of linear 1,3-dienes has been developed for the first time, which provides a metal-free, atom-economic and concise way of constructing...

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