Literature DB >> 29303597

Pd/PTABS: Catalyst for Room Temperature Amination of Heteroarenes.

Siva Sankar Murthy Bandaru1, Shatrughn Bhilare2, Nicolas Chrysochos1, Vijay Gayakhe2, Ivan Trentin1, Carola Schulzke1, Anant R Kapdi2.   

Abstract

A mild and highly efficient catalytic amination procedure for chloroheteroarenes at ambient temperature using the Pd/PTABS catalytic system is reported. The protocol is selective for the amination of chloroheteroarenes using secondary amines such as piperidine, pyrrolidine, and several others. The exceptional mildness of the developed protocol is beneficial for the synthesis of a crucial Buparlisib intermediate as well as the formal synthesis of Alogliptin in competitive yields.

Entities:  

Year:  2018        PMID: 29303597     DOI: 10.1021/acs.orglett.7b03854

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  Breaking the Base Barrier: An Electron-Deficient Palladium Catalyst Enables the Use of a Common Soluble Base in C-N Coupling.

Authors:  Joseph M Dennis; Nicholas A White; Richard Y Liu; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2018-03-22       Impact factor: 15.419

2.  Aryl Amination Using Soluble Weak Base Enabled by a Water-Assisted Mechanism.

Authors:  Sii Hong Lau; Peng Yu; Liye Chen; Christina B Madsen-Duggan; Michael J Williams; Brad P Carrow
Journal:  J Am Chem Soc       Date:  2020-11-12       Impact factor: 15.419

3.  Synthesis of Triazole-Linked SAM-Adenosine Conjugates: Functionalization of Adenosine at N-1 or N-6 Position without Protecting Groups.

Authors:  Colette Atdjian; Dylan Coelho; Laura Iannazzo; Mélanie Ethève-Quelquejeu; Emmanuelle Braud
Journal:  Molecules       Date:  2020-07-16       Impact factor: 4.411

Review 4.  Pd-Catalyzed Cross-Couplings: On the Importance of the Catalyst Quantity Descriptors, mol % and ppm.

Authors:  Christopher S Horbaczewskyj; Ian J S Fairlamb
Journal:  Org Process Res Dev       Date:  2022-07-11       Impact factor: 3.858

Review 5.  Discovery, Synthesis, and Scale-up of Efficient Palladium Catalysts Useful for the Modification of Nucleosides and Heteroarenes.

Authors:  Shatrughn Bhilare; Harshita Shet; Yogesh S Sanghvi; Anant R Kapdi
Journal:  Molecules       Date:  2020-04-03       Impact factor: 4.411

  5 in total

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