N-Allenylnitrone acts as 2-azadiene in the Cu-catalyzed cascade reaction of O-propargylic oximes with azodicarboxylates

Itaru Nakamura; Takeru Jo; Dong Zhang; Masahiro Terada

doi:10.1039/c4qo00156g

N-Allenylnitrone acts as 2-azadiene in the Cu-catalyzed cascade reaction of O-propargylic oximes with azodicarboxylates

Itaru Nakamura, Takeru Jo, Dong Zhang, Masahiro Terada

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

12 Citations (Scopus)

Abstract

The reaction of O-propargylic oximes with azodicarboxylates efficiently afforded 1,2,4-triazine oxides in good yields. The key intermediate, N-allenylnitrone, acted as 2-azadiene, undergoing stepwise [4 + 2] cycloaddition.

Original language	English
Pages (from-to)	914-918
Number of pages	5
Journal	Organic Chemistry Frontiers
Volume	1
Issue number	8
DOIs	https://doi.org/10.1039/c4qo00156g
Publication status	Published - 2014 Oct 1

ASJC Scopus subject areas

Organic Chemistry

Access to Document

10.1039/c4qo00156g

Fingerprint Dive into the research topics of 'N-Allenylnitrone acts as 2-azadiene in the Cu-catalyzed cascade reaction of O-propargylic oximes with azodicarboxylates'. Together they form a unique fingerprint.

Cite this

@article{2402c3229ca945d58d959ca4d0118d87,

title = "N-Allenylnitrone acts as 2-azadiene in the Cu-catalyzed cascade reaction of O-propargylic oximes with azodicarboxylates",

abstract = "The reaction of O-propargylic oximes with azodicarboxylates efficiently afforded 1,2,4-triazine oxides in good yields. The key intermediate, N-allenylnitrone, acted as 2-azadiene, undergoing stepwise [4 + 2] cycloaddition.",

author = "Itaru Nakamura and Takeru Jo and Dong Zhang and Masahiro Terada",

year = "2014",

month = oct,

day = "1",

doi = "10.1039/c4qo00156g",

language = "English",

volume = "1",

pages = "914--918",

journal = "Organic Chemistry Frontiers",

issn = "2052-4110",

publisher = "Royal Society of Chemistry",

number = "8",

}

TY - JOUR

T1 - N-Allenylnitrone acts as 2-azadiene in the Cu-catalyzed cascade reaction of O-propargylic oximes with azodicarboxylates

AU - Nakamura, Itaru

AU - Jo, Takeru

AU - Zhang, Dong

AU - Terada, Masahiro

PY - 2014/10/1

Y1 - 2014/10/1

N2 - The reaction of O-propargylic oximes with azodicarboxylates efficiently afforded 1,2,4-triazine oxides in good yields. The key intermediate, N-allenylnitrone, acted as 2-azadiene, undergoing stepwise [4 + 2] cycloaddition.

AB - The reaction of O-propargylic oximes with azodicarboxylates efficiently afforded 1,2,4-triazine oxides in good yields. The key intermediate, N-allenylnitrone, acted as 2-azadiene, undergoing stepwise [4 + 2] cycloaddition.

UR - http://www.scopus.com/inward/record.url?scp=84907695671&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84907695671&partnerID=8YFLogxK

U2 - 10.1039/c4qo00156g

DO - 10.1039/c4qo00156g

M3 - Article

AN - SCOPUS:84907695671

VL - 1

SP - 914

EP - 918

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

SN - 2052-4110

IS - 8

ER -

N-Allenylnitrone acts as 2-azadiene in the Cu-catalyzed cascade reaction of O-propargylic oximes with azodicarboxylates

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Cite this