Recent advances in nucleophile-triggered CO2-incorporated cyclization leading to heterocycles

Carbon dioxide (CO2) has emerged as a sustainable, feasible, abundant one-carbon synthon and displays great potential in the synthesis of heterocycles such as lactones, lactams, and 2-oxazolidinones, which are privileged motifs in pharmaceutical chemistry demonstrating bioactivities. Although the fi...

Full description

Saved in:
Bibliographic Details
Published inChemical Society reviews Vol. 48; no. 1; pp. 382 - 404
Main Authors Wang, Sheng, Xi, Chanjuan
Format Journal Article
LanguageEnglish
Published London Royal Society of Chemistry 07.01.2019
Subjects
bioactive properties
Carbon dioxide
Carbonyls
Chemical reactions
chemistry
lactams
Lactones
Nucleophiles
Organic chemistry
oxazolidinones
thermodynamics
Online AccessGet full text
ISSN0306-0012
1460-4744
1460-4744
DOI10.1039/c8cs00281a

Cover

More Information
Summary:Carbon dioxide (CO2) has emerged as a sustainable, feasible, abundant one-carbon synthon and displays great potential in the synthesis of heterocycles such as lactones, lactams, and 2-oxazolidinones, which are privileged motifs in pharmaceutical chemistry demonstrating bioactivities. Although the fixation of CO2 is restricted due to its thermodynamic stability and kinetic inertness, multiple breakthroughs have been realized in annulation chemistry. This review concentrates on the advances made in the last five years in CO2-incorporated cyclization triggered by N-, O-, and C-nucleophiles. Three transformation modes of CO2 including carboxylative cyclization, carbonylative cyclization, and reductive cyclization have been summarized. Moreover, typical mechanisms and significant applications of these reactions are also described.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 14
ObjectType-Review-3
content type line 23
ISSN:0306-0012
1460-4744
1460-4744
DOI:10.1039/c8cs00281a