Scalable Synthesis of 1,5-Diazabicyclo[3.1.0]hexanes Using N-Chlorosuccinimide as Chlorinating Agent DOI
Ekaterina E. Vinogradova, Леонид Л. Ферштат

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: May 27, 2025

An optimized synthetic approach toward the assembly of 1,5-diazabicyclo[3.1.0]hexanes (bicyclic diaziridines) was developed. This protocol involves utilization N-chlorosuccinimide as a convenient and easy-to-handle chlorinating agent, which in combination with carbonyl compounds 1,3-diaminopropane enables preparation wide set target diaziridines. High yields, structural diversity scalability demonstrate broad applicability this procedure for further investigations.

Language: Английский

Generation and Use of Bicyclo[1.1.0]butyllithium under Continuous Flow Conditions DOI Creative Commons
Elena Graziano, Marco Colella, Marcus Baumann

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 20, 2025

The bicyclo[1.1.0]butyl scaffold has emerged as a valuable bioisostere in drug discovery programs. Here, we present streamlined approach for the generation of bicyclo[1.1.0]butyllithium and its functionalization with various classes electrophiles one-flow process, eliminating need intermediate isolation. In comparison to traditional batch processes, flow method allows use single organolithium reagent instead two operates at significantly higher temperatures (0 °C versus −78 °C), enhancing both practicality scalability.

Language: Английский

Citations

2

Generation and Use of Cyclopropenyllithium under Continuous Flow Conditions DOI Creative Commons
Francesco Soddu,

Iktedar Mahdi,

Maria Chiara Cabua

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: May 21, 2025

The cyclopropene scaffold has emerged as a valuable platform in modern synthesis. Here, we present streamlined flow-based approach for the generation of cyclopropenyllithium and its functionalization with various electrophiles single, continuous flow process. This method eliminates need laborious temperature changes cryogenic conditions, significantly reduces process time from starting material to products. Compared traditional batch processes, our enables use single organolithium reagent operates efficiently at 0 °C, avoiding cool-warm-cool cycles typical methods. not only simplifies workflow but also enhances practicality, scalability, extends accessible chemical space.

Language: Английский

Citations

0

Scalable Synthesis of 1,5-Diazabicyclo[3.1.0]hexanes Using N-Chlorosuccinimide as Chlorinating Agent DOI
Ekaterina E. Vinogradova, Леонид Л. Ферштат

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: May 27, 2025

An optimized synthetic approach toward the assembly of 1,5-diazabicyclo[3.1.0]hexanes (bicyclic diaziridines) was developed. This protocol involves utilization N-chlorosuccinimide as a convenient and easy-to-handle chlorinating agent, which in combination with carbonyl compounds 1,3-diaminopropane enables preparation wide set target diaziridines. High yields, structural diversity scalability demonstrate broad applicability this procedure for further investigations.

Language: Английский

Citations

0