Bronsted acid-type biosurfactant for heterocyclization: a green protocol for benzopyran synthesis

RSC Advances ◽  
2015 ◽  
Vol 5 (103) ◽  
pp. 84610-84620 ◽  
Author(s):  
Smita T. Morbale ◽  
Swati D. Jadhav ◽  
Madhukar B. Deshmukh ◽  
Suresh S. Patil

Synthesis of benzopyran from the various salicylaldehydes and cyclic 1,3-diketones using catalytic amount of lemon extract as a green biosurfactant.

2020 ◽  
Vol 18 (43) ◽  
pp. 8886-8898
Author(s):  
Dwaipayan Das ◽  
Prasun Mukherjee ◽  
Asish R. Das

An efficient palladium catalyzed diastereoselective addition of arylboronic acids to complex spirocyclopropyl dinitriles is developed in the presence of a catalytic amount of DBSA as a Brønsted acid surfactant in aqueous media.


2016 ◽  
Vol 82 (1) ◽  
pp. 407-414 ◽  
Author(s):  
Carlos Palo-Nieto ◽  
Abhijit Sau ◽  
Ryan Williams ◽  
M. Carmen Galan

Synlett ◽  
2020 ◽  
Vol 31 (17) ◽  
pp. 1707-1712
Author(s):  
Benjamin List ◽  
Vijay N. Wakchaure ◽  
Carla Obradors

While imines are frequently used substrates in asymmetric Brønsted acid catalysis, their corresponding salts are generally considered unsuitable reaction partners. Such processes are challenging because they require the successful competition of a catalytic amount of a chiral anion with a stoichiometric amount of an achiral one. We now show that enantiopure disulfonimides enable the asymmetric reduction of N–H imine hydrochloride salts using Hantzsch esters as hydrogen source. Our scalable reaction delivers crystalline primary amine salts in great efficiency and enantioselectivity and the discovery suggests potential of this approach in other Brønsted acid catalyzed transformations of achiral iminium salts. Kinetic studies and acidity data suggest a bifunctional catalytic activation mode.


2021 ◽  
Author(s):  
Rupesh C. Patil ◽  
Shashikant A. Damate ◽  
Dnyandev N. Zambare ◽  
Suresh S. Patil

A clean and highly efficient protocol for green synthesis of bis(indole)methanes and bis (pyrazolyl)methanes have been successfully achieved by using a naturally sourced bio-surfactant, chickpea leaf exudates (CLE) as a...


2021 ◽  
Vol 17 ◽  
pp. 396-403
Author(s):  
Takeshi Fujita ◽  
Noriaki Shoji ◽  
Nao Yoshikawa ◽  
Junji Ichikawa

A facile synthesis of carbo- and heterohelicenes was achieved via tandem cycloaromatization of bisacetal precursors, which were readily prepared through C–C bond formation by Suzuki–Miyaura coupling. This cyclization was efficiently realized by a catalytic amount of trifluoromethanesulfonic acid (TfOH) in a cation-stabilizing solvent, 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP), which readily allowed gram-scale syntheses of higher-order helicenes, double helical helicenes, and heterohelicenes.


2020 ◽  
Vol 85 (7) ◽  
pp. 5038-5047 ◽  
Author(s):  
Irene Herrera-González ◽  
Elena M. Sánchez-Fernández ◽  
Abhijit Sau ◽  
Cristina Nativi ◽  
José M. García Fernández ◽  
...  

2016 ◽  
Vol 2 (2) ◽  
pp. 65-75 ◽  
Author(s):  
Jevgenij Lazko ◽  
Tangi Sénéchal ◽  
Arthur Bouchut ◽  
Yoann Paint ◽  
Lisa Dangreau ◽  
...  

2017 ◽  
Vol 13 ◽  
pp. 428-440 ◽  
Author(s):  
Ramana Sreenivasa Rao ◽  
Chinnasamy Ramaraj Ramanathan

An efficient and alternative synthetic approach has been developed to prepare various N-(arylethyl)piperazine-2,6-diones from 4-benzenesulfonyliminodiacetic acid and primary amines using carbonyldiimidazole in the presence of a catalytic amount of DMAP at ambient temperature. Piperazine-2,6-diones are successfully transformed to pharmaceutically useful pyridopyrazines or pyrazinoisoquinolines and ene-diamides via an imide carbonyl group activation strategy using a Brønsted acid. Subsequent dehydrosulfonylation reactions of the ene-diamides, in a one pot manner, smoothly transformed them to substituted pyrazinones. A concise synthesis of praziquantel (1) has also been achieved through this method.


2008 ◽  
Vol 10 (8) ◽  
pp. 1513-1516 ◽  
Author(s):  
Torsten Weil ◽  
Mike Kotke ◽  
Christian M. Kleiner ◽  
Peter R. Schreiner

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