Brønsted acid-catalyzed regioselective reactions of 2-indolylmethanols with cyclic enaminone and anhydride leading to C3-functionalized indole derivatives

2016 ◽  
Vol 14 (29) ◽  
pp. 6932-6936 ◽  
Author(s):  
Can Li ◽  
Hong-Hao Zhang ◽  
Tao Fan ◽  
Yang Shen ◽  
Qiong Wu ◽  
...  
Keyword(s):  
High Yield ◽  
Indole Derivatives ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Regioselective Substitution ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Regioselective Reactions

An abnormal regioselective substitution of 2-indolylmethanols with nucleophiles has been established to afford C3-functionalized indole derivatives in high yield and regiospecificity (40 examples, up to 99% yield).

Brønsted Acid Catalyzed Dehydrative Nucleophilic Substitution of C3-Substituted 2-Indolylmethanols with Azlactones

Synthesis ◽  
2017 ◽  
Vol 50 (02) ◽  
pp. 295-302 ◽  
Author(s):  
Guang-Jian Mei ◽  
Feng Shi ◽  
Chen-Yu Bian ◽  
Dan Li ◽  
Qian Shi
Keyword(s):  
Nucleophilic Substitution ◽  
Substitution Reaction ◽  
Direct Synthesis ◽  
Indole Derivatives ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Whole Process ◽  
Brönsted Acid ◽  
New Strategy ◽  
Acid Catalyzed

An efficient dehydrative nucleophilic substitution reaction of C3-substituted2-indolylmethanols with azlactones has been established. In the whole process, Brønsted acid was supposed to activate two substrates simultaneously. A series of structurally diversified indole derivatives were obtained in generally good yields and high diastereoselectivities (up to 86% yield, >95:5 dr). This protocol not only provides a new strategy for the direct synthesis of structurally diversified indole derivatives, but also enriches the chemistry of 2-indolylmethanols via dehydrative substitution reaction.

Brønsted acid-catalysed regiodivergent phosphorylation of 2-indolylmethanols to synthesize benzylic site or C3-phosphorylated indole derivatives

2018 ◽  
Vol 16 (40) ◽  
pp. 7417-7424 ◽  
Author(s):  
Long Chen ◽  
Yun-Xiang Zou ◽  
Xin-Yue Fang ◽  
Jie Wu ◽  
Xiao-Hua Sun
Keyword(s):  
Structural Diversity ◽  
Indole Derivatives ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Acid Catalyzed

A Brønsted acid catalyzed highly regiodivergent phosphorylation of 2-indolylmethanols with diarylphosphine oxides has been established, which provides an efficient protocol for accessing benzylic site or C3-phosphorylated indole derivatives with structural diversity.

Synthetic Scope of Brønsted Acid-Catalyzed Reactions of Carbonyl Compounds and Ethyl Diazoacetate

2021 ◽  
Author(s):  
Mizzanoor Rahaman ◽  
M. Shahnawaz Ali ◽  
Khorshada Jahan ◽  
Damon Hinz ◽  
Jawad Bin Belayet ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Ethyl Diazoacetate ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Catalyzed Reactions

Brønsted Acid-Catalyzed Friedel-Crafts-type Alkylation of Arenes with αAryl Diazoacetates

2021 ◽  
pp. 152751
Author(s):  
Wenming Chen ◽  
Guifang Chen ◽  
Biao Wang ◽  
Wei Wang ◽  
Wei Huang ◽  
...  
Keyword(s):  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Acid Catalyzed

Brønsted Acid Catalyzed (4 + 2) Cyclocondensation of 3-Substituted Indoles with Donor–Acceptor Cyclopropanes

2021 ◽  
Author(s):  
Alesandere Ortega ◽  
Uxue Uria ◽  
Tomás Tejero ◽  
Liher Prieto ◽  
Efraim Reyes ◽  
...  
Keyword(s):  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Donor Acceptor ◽  
Acid Catalyzed
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