A C-H Activation-Based Strategy for N-Amino Azaheterocycle Synthesis

Pengfei Shi; Lili Wang; Shan Guo; Kehao Chen; Jie Wang; Jin Zhu

doi:10.1021/acs.orglett.7b02066

A C-H Activation-Based Strategy for N-Amino Azaheterocycle Synthesis

Org Lett. 2017 Aug 18;19(16):4359-4362. doi: 10.1021/acs.orglett.7b02066. Epub 2017 Aug 4.

Authors

Pengfei Shi¹, Lili Wang¹, Shan Guo¹, Kehao Chen¹, Jie Wang¹, Jin Zhu¹

Affiliation

¹ Department of Polymer Science and Engineering, School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing National Laboratory of Microstructures, Collaborative Innovation Center of Chemistry for Life Sciences, Nanjing University , Nanjing 210023, China.

PMID: 28777581
DOI: 10.1021/acs.orglett.7b02066

Abstract

A C-H activation-based strategy has been developed for the synthesis of N-amino azaheterocycles. Rh(III)-catalyzed coupling of N-Boc hydrazones/N-Boc hydrazines with diazodiesters/diazoketoesters provides convenient access to synthetically and medicinally important compounds, N-amino isoquinolin-3-ones and N-amino indoles, by harnessing N-tert-butyloxycarbonyl (N-Boc) cleavage as an adaptable reactivity pattern in distinct synthetic scenarios.

Publication types

Research Support, Non-U.S. Gov't