A pot-economical and diastereoselective synthesis involving catalyst-free click reaction for fused-triazolobenzodiazepines

Green Chem., 2016, 18,2642-2646
DOI: 10.1039/C6GC00497K, Communication

Xiaofeng Zhang, Sanjun Zhi, Wei Wang, Shuai Liu, Jerry P. Jasinski, Wei Zhang
A pot-economical synthesis involving two [3 + 2] cycloadditions for diastereoselective synthesis of novel triazolobenzodiazepine-containing polycyclic compounds.
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A pot-economical and diastereoselective synthesis involving catalyst-free click reaction for fused-triazolobenzodiazepines

A pot-economical and diastereoselective synthesis involving catalyst-free click reaction for fused-triazolobenzodiazepines

Xiaofeng Zhang,^a   Sanjun Zhi,^b   Wei Wang,^c   Shuai Liu,^a  Jerry P. Jasinski^d and   Wei Zhang*^a  

*

Corresponding authors

^a

Centre for Green Chemistry and Department of Chemistry, University of Massachusetts Boston, 100 Morrissey Boulevard, Boston, USA 
E-mail: wei2.zhang@umb.edu

^b

Jiangsu Key Laboratory for the Chemistry of Low-Dimensional Materials, Huaiyin Normal University, Huaian, PR China

^c

School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an, PR China

^d

Department of Chemistry, Keene State College, Keene, USA

Green Chem., 2016,18, 2642-2646

DOI: 10.1039/C6GC00497K

A pot-economical synthesis involving sequential [3 + 2] cycloadditions of an azomethine ylide and an azide–alkyne (click reaction) has been developed for diastereoselective synthesis of novel triazolobenzodiazepine-containing polycyclic compounds. A new example of catalyst-free click chemistry of non-strained alkynes is also disclosed.

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