scholarly journals New opportunities in the stereoselective dearomatization of indoles

2016 ◽  
Vol 88 (3) ◽  
pp. 207-214 ◽  
Author(s):  
Elisabetta Manoni ◽  
Assunta De Nisi ◽  
Marco Bandini
Keyword(s):  
Acid Catalysis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Reaction Conditions ◽  
Brönsted Acid ◽  
High Yields ◽  
First Time ◽  
Tailored Design ◽  
Bronsted Acid Catalysis

AbstractThe regio- and stereoselective dearomatization of indoles is realized for the first time by combining readily available indolyl precursors and electron-rich allenes, namely allenamides and aryloxyallenes. Inter- as well as intramolecular condensations were realized under gold and Brønsted acid catalysis providing a range of densely functionalized indoline and indolenine cores in high yields and excellent stereochemical outcome. Chemodivergent reaction profiles (Micheal-type addition vs. [2+2]-cycloaddition) were realized by a tailored design of both reaction conditions and functionalization of the reaction partners.

Efficient hydroarylation and hydroalkenylation of vinylarenes by Brønsted acid catalysis

RSC Advances ◽  
2016 ◽  
Vol 6 (80) ◽  
pp. 76780-76784 ◽  
Author(s):  
Muwen Liu ◽  
Jinlong Zhang ◽  
Hui Zhou ◽  
Huameng Yang ◽  
Chungu Xia ◽  
...  
Keyword(s):  
Acid Catalysis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Reaction Conditions ◽  
Brönsted Acid ◽  
High Yields ◽  
Bronsted Acid Catalysis

Brønsted acid Tf2NH-catalyzed hydroarylation and hydroalkenylation of 4 vinylarenes under mild reaction conditions is herein shown to provide access to 1,1-diarylalkane scaffolds and trans-1,3-diaryl-1-butenes in high yields and with excellent regioselectivity.

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.

Inhibition by Water during Heterogeneous Brønsted Acid Catalysis by Three-Dimensional Crystalline Organic Salts

2021 ◽  
Author(s):  
Alexander Gak ◽  
Svetlana Kuznetsova ◽  
Yulia Nelyubina ◽  
Alexander A. Korlyukov ◽  
Han Li ◽  
...  
Keyword(s):  
Acid Catalysis ◽  
Three Dimensional ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Organic Salts ◽  
Brönsted Acid ◽  
Bronsted Acid Catalysis

Brønsted acid-catalyzed 1,2-fluorine migration with fluoroepoxides

2015 ◽  
Vol 44 (45) ◽  
pp. 19636-19641 ◽  
Author(s):  
Tao Luo ◽  
Rui Zhang ◽  
Xiao Shen ◽  
Wei Zhang ◽  
Chuanfa Ni ◽  
...  
Keyword(s):  
Fluorine Atom ◽  
Acid Catalysis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Atom Economy ◽  
Mild Conditions ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Bronsted Acid Catalysis

An efficient 1,2-fluorine migration reaction was realized under Brønsted acid catalysis in the absence of an external fluorinating source. The high fluorine atom economy and very mild conditions make this reaction a promising protocol for the construction of the C–F bond.

Organic Photoredox Catalytic α-C(sp3)–H Phosphorylation of Saturated Aza-Heterocycles

2021 ◽  
Author(s):  
Ming-Jun Yi ◽  
Teng-Fei Xiao ◽  
Wen-Hui Li ◽  
Yi-Fan Zhang ◽  
Pen-Ji Yan ◽  
...  
Keyword(s):  
Acid Catalysis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Metal Free ◽  
Mild Conditions ◽  
Brönsted Acid ◽  
Bronsted Acid Catalysis

A metal-free C(sp3)–H phosphorylation of saturated aza-heterocycles via the merger of organic photoredox and Brønsted acid catalysis was established under mild conditions. This protocol provided a straightforward and economic access...

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