Enediynes from aza-enediynes: C,N-dialkynyl imines undergo both aza-Bergman rearrangement and conversion to enediynes and fumaronitriles.

Enediynes from aza-enediynes: C,N-dialkynyl imines undergo both aza-Bergman rearrangement and conversion to enediynes and fumaronitriles. Research Abstract Details 

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Enediynes from aza-enediynes: C,N-dialkynyl imines undergo both aza-Bergman rearrangement and conversion to enediynes and fumaronitriles. Abstract Text:

Liping Feng,Aibin Zhang,Sean M Kerwin,

[reaction; see text] Aza-enediynes (C,N-dialkynyl imines) undergo thermal aza-Bergman rearrangement to beta-alkynyl acrylonitriles through 2,5-didehydropyridine (2,5-ddp) intermediates. Certain aza-enediynes also undergo an alternative process affording enediynes and fumaronitriles. Studies employing a specifically (l3)C-labeled aza-enediyne show that the conversion to enediyne is second order in aza-enediyne, proceeds by a "head-to-tail" coupling, and affords the (Z)-enediyne.

Enediynes from aza-enediynes: C,N-dialkynyl imines undergo both aza-Bergman rearrangement and conversion to enediynes and fumaronitriles. Publishing Authors By Initials

L Feng,A Zhang,SM Kerwin,

For similar organic chemicals: nitriles research abstracts see: organic chemicals: nitriles research

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Enediynes from aza-enediynes: C,N-dialkynyl imines undergo both aza-Bergman rearrangement and conversion to enediynes and fumaronitriles. Journal Published:

PUBLICATION TYPE: Research Support, Non-U.S. Gov

Journal: Organic letters

VOLUME: 8

Page Numbers: 1983-6

Journal Abbreviation: Org. Lett.

ISSN: 1523-7060

DAY: 11

MONTH: May

YEAR: 2006

Enediynes from aza-enediynes: C,N-dialkynyl imines undergo both aza-Bergman rearrangement and conversion to enediynes and fumaronitriles. Information

Number of References:

LANGUAGE: eng

NlmUniqueID: 100890393

Enediynes from aza-enediynes: C,N-dialkynyl imines undergo both aza-Bergman rearrangement and conversion to enediynes and fumaronitriles. Keywords Mesh Terms:

KEYWORDS: Nitriles

MESH TERMS: chemistry

Chemical & Substance for Abstract: Enediynes from aza-enediynes: C,N-dialkynyl imines undergo both aza-Bergman rearrangement and conversion to enediynes and fumaronitriles. Information

Substance Name: Nitriles

Registry Number: 0

Grant and Affiliation Information for Enediynes from aza-enediynes: C,N-dialkynyl imines undergo both aza-Bergman rearrangement and conversion to enediynes and fumaronitriles.

AFFILIATION: Division of Medicinal Chemistry, College of Pharmacy and Institute for Cellular and Molecular Biology, The University of Texas at Austin, 78712, USA.

Country: United States

AGENCY: United States NIEHS

GRANT: P30 ES07784

ACRONYM: ES

MEDLINETA: Org Lett

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