Synergistic Rhodium(II) Carboxylate and Brønsted Acid Catalyzed Multicomponent Reactions of Enalcarbenoids: Direct Synthesis of α-Pyrrolylbenzylamines

2014 ◽  
Vol 16 (14) ◽  
pp. 3700-3703 ◽  
Author(s):  
Sudam Ganpat Dawande ◽  
Vinaykumar Kanchupalli ◽  
Bapurao Sudam Lad ◽  
Jyoti Rai ◽  
Sreenivas Katukojvala
Keyword(s):  
Multicomponent Reactions ◽  
Direct Synthesis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Acid Catalyzed

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 Catalyzed C3-Alkylation of 2-Indolylmethanols with Azlactones via an Umpolung Strategy

Synthesis ◽  
2017 ◽  
Vol 49 (17) ◽  
pp. 4025-4034 ◽  
Author(s):  
Yang Shen ◽  
Zi-Qi Zhu ◽  
Jin-Xi Liu ◽  
Lei Yu ◽  
Bai-Xiang Du ◽  
...  
Keyword(s):  
Efficient Method ◽  
Direct Synthesis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
New Strategy ◽  
Acid Catalyzed ◽  
High Yields

An efficient method for the synthesis of C3-alkylated indoles has been established via Brønsted acid catalyzed alkylation of 2-indolylmethanols with azlactones. The reaction exhibits broad substrate scope and delivers high yields (22 examples, up to 99% yield). This approach not only provides a new strategy for the direct synthesis of C3-alkylated indoles, but also represents a rarely reported alkylation between indole motifs and electron-rich synthons at the C3 position. This protocol serves as a good example of the application of the umpolung strategy in the synthesis of C3-alkylated indoles from 2-indolylmethanols.

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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