Palladium(II)-Catalyzed C(sp)–C(sp2) Coupling: A Direct Approach to Multi-Substituted Pyrrolo[1,2-a]pyrazines

Synthesis ◽

10.1055/s-0040-1706644 ◽

2021 ◽

Author(s):

Guolin Zhang ◽

Yongping Yu ◽

Chang He ◽

Zijuan Wang ◽

Yitong Chen

Keyword(s):

Intramolecular Cyclization ◽

Direct Synthesis ◽

Direct Approach ◽

Phenylboronic Acids

A direct synthesis of multi-substituted pyrrolo[1,2-a]pyrazines via palladium(II)-catalyzed C(sp)–C(sp2) cascade coupling and intramolecular cyclization in the presence of ligand was developed. This reaction originates from phenylboronic acids and readily synthesized 2-carbonyl- or 2-formylpyrroloacetonitriles, and affords products in good to excellent yields for a diversity of substrates. Additionally, a possible mechanism for the transformation is proposed.

Download Full-text

ChemInform Abstract: Direct Synthesis of Previously Inaccessible Bridgehead Azabicyclics by Intramolecular Cyclization of α-Sulfonamido and α-Sulfonimido Radicals.

ChemInform ◽

10.1002/chin.200138125 ◽

2010 ◽

Vol 32 (38) ◽

pp. no-no

Author(s):

Leo A. Paquette ◽

Choon Sup Ra ◽

Jeffrey D. Schloss ◽

Silvana M. Leit ◽

Judith C. Gallucci

Keyword(s):

Intramolecular Cyclization ◽

Direct Synthesis

Download Full-text

Tandem Rh(III)-Catalyzed Oxidative Acylation of Secondary Benzamides with Aldehydes and Intramolecular Cyclization: The Direct Synthesis of 3-Hydroxyisoindolin-1-ones

Organic Letters ◽

10.1021/ol2034228 ◽

2012 ◽

Vol 14 (3) ◽

pp. 906-909 ◽

Cited By ~ 136

Author(s):

Satyasheel Sharma ◽

Eonjeong Park ◽

Jihye Park ◽

In Su Kim

Keyword(s):

Intramolecular Cyclization ◽

Direct Synthesis

Download Full-text

Direct Synthesis of Previously Inaccessible Bridgehead Azabicyclics by Intramolecular Cyclization of α-Sulfonamido and α-Sulfonimido Radicals

The Journal of Organic Chemistry ◽

10.1021/jo010216z ◽

2001 ◽

Vol 66 (10) ◽

pp. 3564-3573 ◽

Cited By ~ 25

Author(s):

Leo A. Paquette ◽

Choon Sup Ra ◽

Jeffrey D. Schloss ◽

Silvana M. Leit ◽

Judith C. Gallucci

Keyword(s):

Intramolecular Cyclization ◽

Direct Synthesis

Download Full-text

Direct Synthesis of Phenols from Phenylboronic Acids in Aqueous Media Catalyzed by a Cu(0)‐Nanoparticles Biohybrid

ChemistrySelect ◽

10.1002/slct.202002110 ◽

2020 ◽

Vol 5 (25) ◽

pp. 7492-7496 ◽

Cited By ~ 1

Author(s):

Caitlin McCarthy ◽

Noelia Losada‐Garcia ◽

Jose M. Palomo

Keyword(s):

Direct Synthesis ◽

Aqueous Media ◽

Phenylboronic Acids

Download Full-text

Ruthenium- and palladium-catalyzed consecutive coupling and cyclization of aromatic sulfoximines with phenylboronic acids: an efficient route to dibenzothiazines

Chemical Communications ◽

10.1039/c5cc04589d ◽

2015 ◽

Vol 51 (65) ◽

pp. 12992-12995 ◽

Cited By ~ 45

Author(s):

Ravi Kiran Chinnagolla ◽

Arjun Vijeta ◽

Masilamani Jeganmohan

Keyword(s):

Intramolecular Cyclization ◽

Palladium Catalyst ◽

Boronic Acids ◽

Palladium Catalyzed ◽

Efficient Route ◽

Phenylboronic Acids

A ruthenium-catalyzed ortho arylation of aromatic sulfoximines with aromatic boronic acids followed by intramolecular cyclization in the presence of a palladium catalyst providing dibenzothiazines is described.

Download Full-text