A Direct Cycloaminative Approach to Imidazole Derivatives via Dual C-H Functionalization

作者：Arepally Sagar; Babu Venkata Nagarjuna; Bakthadoss Manickam; Sharada Duddu S^*

来源：Organic Letters, 2017, 19(19): 5014-5017.

DOI：10.1021/acs.orglett.7b01840

Organoiodine(III)-promoted C(sp(3))-H azidation was a key step for the cycloaminative process. An unprecedented method for metal-free dehydrogenative N-incorporation into C(sp(3))-H and C(sp(2))-H bonds for the synthesis of diverse imidazoles has been disclosed. The overall transformation involves the construction of four C-N bonds through hydroamination-azidation-cyclization sequence. The reaction can be easily handled and proceeds under mild conditions. Further, the potential of the present strategy is revealed by the practical synthesis of N-heterocyclic carbene (NHC) precursors.

• 出版日期2017-10-6