Synergistic Rhodium/Copper Catalysis: Synthesis of 1,3-Enynes and N-Aryl Enaminones

Nan Nan Wang; Lei Rong Huang; Wen Juan Hao; Tian Shu Zhang; Guigen Li; Shu Jiang Tu; Bo Jiang

doi:10.1021/acs.orglett.6b00238

Synergistic Rhodium/Copper Catalysis: Synthesis of 1,3-Enynes and N-Aryl Enaminones

Nan Nan Wang, Lei Rong Huang, Wen Juan Hao, Tian Shu Zhang, Guigen Li, Shu Jiang Tu, Bo Jiang

Chemistry and Biochemistry

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

45 Scopus citations

Abstract

Synergistic rhodium/copper catalysis enables new three-component coupling reactions of terminal alkynes and α-diazoketones and/or arylamines, allowing dediazotized carbene C-H insertion for the synthesis of functionalized 1,3-enynes and N-aryl enaminones with high stereoselectivity. The synthetic utility of these transformations results in subsequent C-C or/and C-N bond-forming reactions to effectively build up functional molecules with potential significance.

Original language	English
Pages (from-to)	1298-1301
Number of pages	4
Journal	Organic Letters
Volume	18
Issue number	6
DOIs	https://doi.org/10.1021/acs.orglett.6b00238
State	Published - Mar 18 2016

Access to Document

10.1021/acs.orglett.6b00238

Cite this

@article{baeeb076bbaa440a8a427a0ce3f03518,

title = "Synergistic Rhodium/Copper Catalysis: Synthesis of 1,3-Enynes and N-Aryl Enaminones",

abstract = "Synergistic rhodium/copper catalysis enables new three-component coupling reactions of terminal alkynes and α-diazoketones and/or arylamines, allowing dediazotized carbene C-H insertion for the synthesis of functionalized 1,3-enynes and N-aryl enaminones with high stereoselectivity. The synthetic utility of these transformations results in subsequent C-C or/and C-N bond-forming reactions to effectively build up functional molecules with potential significance.",

author = "Wang, {Nan Nan} and Huang, {Lei Rong} and Hao, {Wen Juan} and Zhang, {Tian Shu} and Guigen Li and Tu, {Shu Jiang} and Bo Jiang",

note = "Publisher Copyright: {\textcopyright} 2016 American Chemical Society.",

year = "2016",

month = mar,

day = "18",

doi = "10.1021/acs.orglett.6b00238",

language = "English",

volume = "18",

pages = "1298--1301",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society (ACS)",

number = "6",

}

TY - JOUR

T1 - Synergistic Rhodium/Copper Catalysis

T2 - Synthesis of 1,3-Enynes and N-Aryl Enaminones

AU - Wang, Nan Nan

AU - Huang, Lei Rong

AU - Hao, Wen Juan

AU - Zhang, Tian Shu

AU - Li, Guigen

AU - Tu, Shu Jiang

AU - Jiang, Bo

PY - 2016/3/18

Y1 - 2016/3/18

N2 - Synergistic rhodium/copper catalysis enables new three-component coupling reactions of terminal alkynes and α-diazoketones and/or arylamines, allowing dediazotized carbene C-H insertion for the synthesis of functionalized 1,3-enynes and N-aryl enaminones with high stereoselectivity. The synthetic utility of these transformations results in subsequent C-C or/and C-N bond-forming reactions to effectively build up functional molecules with potential significance.

AB - Synergistic rhodium/copper catalysis enables new three-component coupling reactions of terminal alkynes and α-diazoketones and/or arylamines, allowing dediazotized carbene C-H insertion for the synthesis of functionalized 1,3-enynes and N-aryl enaminones with high stereoselectivity. The synthetic utility of these transformations results in subsequent C-C or/and C-N bond-forming reactions to effectively build up functional molecules with potential significance.

UR - http://www.scopus.com/inward/record.url?scp=84961786369&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.6b00238

DO - 10.1021/acs.orglett.6b00238

M3 - Article

AN - SCOPUS:84961786369

SN - 1523-7060

VL - 18

SP - 1298

EP - 1301

JO - Organic Letters

JF - Organic Letters

IS - 6

ER -

Synergistic Rhodium/Copper Catalysis: Synthesis of 1,3-Enynes and N-Aryl Enaminones

Abstract

Access to Document

Other files and links

Fingerprint

Cite this