Iridium-Catalyzed ortho-C(sp2)-H Amidation of Benzaldehydes with Organic Azides

Delong Mu; Xinmou Wang; Gong Chen; Gang He

doi:10.1021/acs.joc.7b00531

Iridium-Catalyzed ortho-C(sp²)-H Amidation of Benzaldehydes with Organic Azides

Delong Mu, Xinmou Wang, Gong Chen, Gang He

Chemistry

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

53 Scopus citations

Abstract

An iridium-catalyzed ortho-C(sp²)-H amidation reaction of benzaldehydes with organic azides has been developed. A catalytic amount of 3,5-di(trifluoromethyl)aniline was used to promote the Ir-catalyzed directed C-H amination reaction through a transient aldimine intermediate. This reaction tolerates a broad scope of benzaldehyde substrates and works well with a range of aryl- and alkylsulfonyl azides.

Original language	English (US)
Pages (from-to)	4497-4503
Number of pages	7
Journal	Journal of Organic Chemistry
Volume	82
Issue number	8
DOIs	https://doi.org/10.1021/acs.joc.7b00531
State	Published - Apr 21 2017

All Science Journal Classification (ASJC) codes

Organic Chemistry

Access to Document

10.1021/acs.joc.7b00531

Cite this

@article{2387ba21c01f4fc59187d440307bb5c1,

title = "Iridium-Catalyzed ortho-C(sp2)-H Amidation of Benzaldehydes with Organic Azides",

abstract = "An iridium-catalyzed ortho-C(sp2)-H amidation reaction of benzaldehydes with organic azides has been developed. A catalytic amount of 3,5-di(trifluoromethyl)aniline was used to promote the Ir-catalyzed directed C-H amination reaction through a transient aldimine intermediate. This reaction tolerates a broad scope of benzaldehyde substrates and works well with a range of aryl- and alkylsulfonyl azides.",

author = "Delong Mu and Xinmou Wang and Gong Chen and Gang He",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

year = "2017",

month = apr,

day = "21",

doi = "10.1021/acs.joc.7b00531",

language = "English (US)",

volume = "82",

pages = "4497--4503",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "8",

}

TY - JOUR

T1 - Iridium-Catalyzed ortho-C(sp2)-H Amidation of Benzaldehydes with Organic Azides

AU - Mu, Delong

AU - Wang, Xinmou

AU - Chen, Gong

AU - He, Gang

PY - 2017/4/21

Y1 - 2017/4/21

N2 - An iridium-catalyzed ortho-C(sp2)-H amidation reaction of benzaldehydes with organic azides has been developed. A catalytic amount of 3,5-di(trifluoromethyl)aniline was used to promote the Ir-catalyzed directed C-H amination reaction through a transient aldimine intermediate. This reaction tolerates a broad scope of benzaldehyde substrates and works well with a range of aryl- and alkylsulfonyl azides.

AB - An iridium-catalyzed ortho-C(sp2)-H amidation reaction of benzaldehydes with organic azides has been developed. A catalytic amount of 3,5-di(trifluoromethyl)aniline was used to promote the Ir-catalyzed directed C-H amination reaction through a transient aldimine intermediate. This reaction tolerates a broad scope of benzaldehyde substrates and works well with a range of aryl- and alkylsulfonyl azides.

UR - http://www.scopus.com/inward/record.url?scp=85018462981&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85018462981&partnerID=8YFLogxK

U2 - 10.1021/acs.joc.7b00531

DO - 10.1021/acs.joc.7b00531

M3 - Article

C2 - 28383264

AN - SCOPUS:85018462981

SN - 0022-3263

VL - 82

SP - 4497

EP - 4503

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 8

ER -

Iridium-Catalyzed ortho-C(sp²)-H Amidation of Benzaldehydes with Organic Azides

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this