Rhodium-Catalyzed Addition–Cyclization of Hydrazines with Alkynes: Pyrazole Synthesis via Unexpected C–N Bond Cleavage

Deng Yuan Li; Xiao Feng Mao; Hao Jie Chen; Guo Rong Chen; Pei Nian Liu

doi:10.1021/ol501402p

Back

Rhodium-Catalyzed Addition–Cyclization of Hydrazines with Alkynes: Pyrazole Synthesis via Unexpected C–N Bond Cleavage

Journal article

Peer reviewed

Rhodium-Catalyzed Addition–Cyclization of Hydrazines with Alkynes: Pyrazole Synthesis via Unexpected C–N Bond Cleavage

Deng Yuan Li, Xiao Feng Mao, Hao Jie Chen, Guo Rong Chen and Pei Nian Liu

Organic letters, Vol.16(13), pp.3476-3479

07/03/2014

DOI: https://doi.org/10.1021/ol501402p

PMID: 24964008

Abstract

Hydrocarbons

Cyclization

Addition reactions

Substitution reactions

Catalysts

Rhodium-catalyzed addition–cyclization of hydrazines with alkynes has been achieved to afford highly substituted pyrazoles under mild conditions. The cascade reaction involves two transformations: addition of the C–N bond of hydrazines to alkynes via unexpected C–N bond cleavage and intramolecular dehydration cyclization.

UN Sustainable Development Goals (SDGs)

This output has contributed to the advancement of the following goals:

Metrics

31 Record Views

Details

Title: Rhodium-Catalyzed Addition–Cyclization of Hydrazines with Alkynes: Pyrazole Synthesis via Unexpected C–N Bond Cleavage
Creators: Deng Yuan Li - Shanghai Key Laboratory of Functional Materials Chemistry, Key Lab for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Meilong Road 130, Shanghai 200237, China
Xiao Feng Mao - Shanghai Key Laboratory of Functional Materials Chemistry, Key Lab for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Meilong Road 130, Shanghai 200237, China
Hao Jie Chen - Shanghai Key Laboratory of Functional Materials Chemistry, Key Lab for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Meilong Road 130, Shanghai 200237, China
Guo Rong Chen - Shanghai Key Laboratory of Functional Materials Chemistry, Key Lab for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Meilong Road 130, Shanghai 200237, China
Pei Nian Liu - Shanghai Key Laboratory of Functional Materials Chemistry, Key Lab for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Meilong Road 130, Shanghai 200237, China
Publication Details: Organic letters, Vol.16(13), pp.3476-3479
Identifiers: 9923972818601921
Academic Unit: Department of Chemistry
Language: English
Resource Type: Journal article

Rhodium-Catalyzed Addition–Cyclization of Hydrazines with Alkynes: Pyrazole Synthesis via Unexpected C–N Bond Cleavage

Abstract

UN Sustainable Development Goals (SDGs)

Metrics

Details

Brandeis University Social media