Fe-Catalyzed Alkylazidation of α-Trifluoromethylalkenes: An Access to Quaternary Stereocenters Containing CF3 and N3 Groups

Shuai Liu; Lu Zhang; Liang Xu; Pin Gao; Xin Hua Duan; Li−Na Guo

doi:10.1021/acs.orglett.3c00439

Fe-Catalyzed Alkylazidation of α-Trifluoromethylalkenes: An Access to Quaternary Stereocenters Containing CF₃ and N₃ Groups

Shuai Liu
, Lu Zhang
, Liang Xu
, Pin Gao
, Xin Hua Duan
, Li−Na Guo

School of Chemistry

Research output: Contribution to journal › Article › peer-review

22 Scopus citations

Abstract

A concise Fe-catalyzed alkylazidation of α-trifluoromethylalkenes via a C-C bond cleavage/radical addition/azidation cascade is described. This protocol features a broad substrate scope, excellent functional group compatibility, and the ability to be performed on a gram scale, thus offering a practical and step-economic approach to the synthetically useful tertiary α-trifluoromethyl azides.

Original language	English
Pages (from-to)	1336-1341
Number of pages	6
Journal	Organic Letters
Volume	25
Issue number	8
DOIs	https://doi.org/10.1021/acs.orglett.3c00439
State	Published - 3 Mar 2023

Access to Document

10.1021/acs.orglett.3c00439

Cite this

@article{08b648e53623434a90c5e4a0a0b31924,

title = "Fe-Catalyzed Alkylazidation of α-Trifluoromethylalkenes: An Access to Quaternary Stereocenters Containing CF3 and N3 Groups",

abstract = "A concise Fe-catalyzed alkylazidation of α-trifluoromethylalkenes via a C-C bond cleavage/radical addition/azidation cascade is described. This protocol features a broad substrate scope, excellent functional group compatibility, and the ability to be performed on a gram scale, thus offering a practical and step-economic approach to the synthetically useful tertiary α-trifluoromethyl azides.",

author = "Shuai Liu and Lu Zhang and Liang Xu and Pin Gao and Duan, \{Xin Hua\} and Li−Na Guo",

note = "Publisher Copyright: {\textcopyright} 2023 American Chemical Society.",

year = "2023",

month = mar,

day = "3",

doi = "10.1021/acs.orglett.3c00439",

language = "英语",

volume = "25",

pages = "1336--1341",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "8",

}

TY - JOUR

T1 - Fe-Catalyzed Alkylazidation of α-Trifluoromethylalkenes

T2 - An Access to Quaternary Stereocenters Containing CF3 and N3 Groups

AU - Liu, Shuai

AU - Zhang, Lu

AU - Xu, Liang

AU - Gao, Pin

AU - Duan, Xin Hua

AU - Guo, Li−Na

PY - 2023/3/3

Y1 - 2023/3/3

N2 - A concise Fe-catalyzed alkylazidation of α-trifluoromethylalkenes via a C-C bond cleavage/radical addition/azidation cascade is described. This protocol features a broad substrate scope, excellent functional group compatibility, and the ability to be performed on a gram scale, thus offering a practical and step-economic approach to the synthetically useful tertiary α-trifluoromethyl azides.

AB - A concise Fe-catalyzed alkylazidation of α-trifluoromethylalkenes via a C-C bond cleavage/radical addition/azidation cascade is described. This protocol features a broad substrate scope, excellent functional group compatibility, and the ability to be performed on a gram scale, thus offering a practical and step-economic approach to the synthetically useful tertiary α-trifluoromethyl azides.

UR - https://www.scopus.com/pages/publications/85149050127

U2 - 10.1021/acs.orglett.3c00439

DO - 10.1021/acs.orglett.3c00439

M3 - 文章

C2 - 36815835

AN - SCOPUS:85149050127

SN - 1523-7060

VL - 25

SP - 1336

EP - 1341

JO - Organic Letters

JF - Organic Letters

IS - 8

ER -

Fe-Catalyzed Alkylazidation of α-Trifluoromethylalkenes: An Access to Quaternary Stereocenters Containing CF₃ and N₃ Groups

Abstract

Access to Document

Other files and links

Fingerprint

Cite this