Acid Catalysis in Organic Synthesis

Author(s):  
Hisashi Yamamoto
Author(s):  
Alemayehu Gashaw ◽  
Dereje Kebebew Debeli ◽  
Meseret Chemeda

: The C-H and N-H functionalization of indoles is an interesting area of research that has a useful impact on organic synthesis due to the availability of chiral indole scaffolds in the discovery of drugs, synthetic bioactive compounds, and natural products. The chiral phosphoric acid catalysts (CPAs) have proven to be a powerful and versatile class of enantioselective organocatalysts. Many asymmetric syntheses of organic compounds have been carried out with these catalysts in C–C and C-N bond formation reactions, and great progress has been reported. By 2011, several reviews were published covering some important topics and recent achievements in this field. Therefore, in this review, the most recent advances, research breakthroughs with key examples involving mechanisms of CPA-catalyzed C-H and N-H functionalization of indoles to form central chirality via Friedel Crafts, Michael type, and rearrangement reactions were reviewed and reported.


ChemInform ◽  
2013 ◽  
Vol 44 (41) ◽  
pp. no-no
Author(s):  
Hisashi Yamamoto

2011 ◽  
Vol 8 (2) ◽  
pp. 208-236 ◽  
Author(s):  
Ying Chang ◽  
Chulsung Bae

ChemInform ◽  
2007 ◽  
Vol 38 (46) ◽  
Author(s):  
Hisashi Yamamoto ◽  
Matthew B. Boxer

Catalysts ◽  
2021 ◽  
Vol 12 (1) ◽  
pp. 5
Author(s):  
Valeria Nori ◽  
Fabio Pesciaioli ◽  
Arianna Sinibaldi ◽  
Giuliana Giorgianni ◽  
Armando Carlone

In the last two decades, boron-based catalysis has been gaining increasing traction in the field of organic synthesis. The use of halogenated triarylboranes as main group Lewis acid catalysts is an attractive strategy. It has been applied in a growing number of transformations over the years, where they may perform comparably or even better than the gold standard catalysts. This review discusses methods of borane synthesis and cutting-edge boron-based Lewis acid catalysis, focusing especially on tris(pentafluorophenyl)-borane [B(C6F5)3], and other halogenated triarylboranes, highlighting how boron Lewis acids employed as catalysts can unlock a plethora of unprecedented chemical transformations or improve the efficiency of existing reactions.


Sign in / Sign up

Export Citation Format

Share Document