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Literature DB >> 20055455

Boronic Acid catalyzed friedel-crafts reactions of allylic alcohols with electron-rich arenes and heteroarenes.

J Adam McCubbin¹, Hamidreza Hosseini, Oleg V Krokhin.

Abstract

Pentafluorophenylboronic acid catalyzes the regioselective coupling of structurally diverse allylic alcohols with a variety of electron-rich aromatic and heteroaromatic substrates under ambient conditions. The commercially available catalyst is recoverable and air and moisture stable, and the reaction produces water as the only byproduct.

Entities: Chemical

Year: 2010 PMID： 20055455 DOI： 10.1021/jo9023073

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

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Cited

6 in total

1. A mild and efficient one-pot synthesis of β-amino carbonyl compounds via Mannich reaction under ambient temperature condition.

Authors: Santosh V Goswami; Prashant B Thorat; Avinash V Chakrawar; Sudhakar R Bhusare
Journal: Mol Divers Date: 2013-01-04 Impact factor: 2.943

2. Site-selective redox isomerizations of furanosides using a combined arylboronic acid/photoredox catalyst system.

Authors: Victoria Dimakos; Daniel Gorelik; Hsin Y Su; Graham E Garrett; Gregory Hughes; Hiromitsu Shibayama; Mark S Taylor
Journal: Chem Sci Date: 2020-01-03 Impact factor: 9.825

3. Dehydration in water: frustrated Lewis pairs directly catalyzed allylization of electron-rich arenes and allyl alcohols.

Authors: Hua Zhang; Xiao-Yu Zhan; Yu Dong; Jian Yang; Shuai He; Zhi-Chuan Shi; Xiao-Mei Zhang; Ji-Yu Wang
Journal: RSC Adv Date: 2020-04-30 Impact factor: 4.036

Boronic Acid catalyzed friedel-crafts reactions of allylic alcohols with electron-rich arenes and heteroarenes.

1. A mild and efficient one-pot synthesis of β-amino carbonyl compounds via Mannich reaction under ambient temperature condition.

2. Site-selective redox isomerizations of furanosides using a combined arylboronic acid/photoredox catalyst system.

3. Dehydration in water: frustrated Lewis pairs directly catalyzed allylization of electron-rich arenes and allyl alcohols.

4. Identifying lead hits in catalyst discovery by screening and deconvoluting complex mixtures of catalyst components.

5. FeCl₂-Mediated Rearrangement of Allylic Alcohols.

6. Arylboronic Acid Catalyzed C-Alkylation and Allylation Reactions Using Benzylic Alcohols.

Boronic Acid catalyzed friedel-crafts reactions of allylic alcohols with electron-rich arenes and heteroarenes.

1. A mild and efficient one-pot synthesis of β-amino carbonyl compounds via Mannich reaction under ambient temperature condition.

2. Site-selective redox isomerizations of furanosides using a combined arylboronic acid/photoredox catalyst system.

3. Dehydration in water: frustrated Lewis pairs directly catalyzed allylization of electron-rich arenes and allyl alcohols.

4. Identifying lead hits in catalyst discovery by screening and deconvoluting complex mixtures of catalyst components.

5. FeCl2-Mediated Rearrangement of Allylic Alcohols.

6. Arylboronic Acid Catalyzed C-Alkylation and Allylation Reactions Using Benzylic Alcohols.

5. FeCl₂-Mediated Rearrangement of Allylic Alcohols.