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

被引：31

作者：

Arepally, Sagar ^{[1
]}

Babu, Venkata Nagarjuna ^{[1
]}

Bakthadoss, Manickam ^{[2
]}

Sharada, Duddu S. ^{[1
]}

机构：

[1] Indian Inst Technol Hyderabad, Dept Chem, Sangareddy 502285, Telangana, India

[2] Pondicherry Univ, Dept Chem, Pondicherry 605014, India

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 19期

关键词：

N BOND FORMATION; CARBON-NITROGEN BONDS; AMINATION REACTIONS; NATURAL-PRODUCTS; HETEROCYCLIC CARBENES; COUPLING REACTIONS; POLYVALENT IODINE; FORMING REACTIONS; ORGANIC AZIDES; ARYL HALIDES;

D O I：

10.1021/acs.orglett.7b01840

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：5014 / 5017

页数：4

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