Reduction of nitro groups by ynamines; synthesis and x-ray crystal structure of n,n-diethyl-3,3a-dihydro-3-methylbenzofuro[3,2-c]isoxazole-3-carboxamide

A.D. de Wit; W.P. Trompenaars; D.N. Reinhoudt; S. Harkema; G.J. van Hummel

doi:10.1016/S0040-4039(00)77836-1

Reduction of nitro groups by ynamines; synthesis and x-ray crystal structure of n,n-diethyl-3,3a-dihydro-3-methylbenzofuro[3,2-c]isoxazole-3-carboxamide

A.D. de Wit, W.P. Trompenaars, D.N. Reinhoudt, S. Harkema, G.J. van Hummel

University of Twente

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Abstract

3-Nitrobenzo[b]furan and 1-diethylaminopropyne react thermally at 5–10°C to give a 1:1 addition product ( ) in which one of the oxygen atoms of the nitro group is transferred to C-1 of the acetylene. The structure of the benzofuro[3,2-c]isoxazole ( ) has been determined by X-ray crystallography.

Original language	English
Pages (from-to)	1779-1780
Journal	Tetrahedron letters
Volume	21
Issue number	18
DOIs	https://doi.org/10.1016/S0040-4039(00)77836-1
Publication status	Published - 1980

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title = "Reduction of nitro groups by ynamines; synthesis and x-ray crystal structure of n,n-diethyl-3,3a-dihydro-3-methylbenzofuro[3,2-c]isoxazole-3-carboxamide",

abstract = "3-Nitrobenzo[b]furan and 1-diethylaminopropyne react thermally at 5–10°C to give a 1:1 addition product ( ) in which one of the oxygen atoms of the nitro group is transferred to C-1 of the acetylene. The structure of the benzofuro[3,2-c]isoxazole ( ) has been determined by X-ray crystallography.",

author = "{de Wit}, A.D. and W.P. Trompenaars and D.N. Reinhoudt and S. Harkema and {van Hummel}, G.J.",

year = "1980",

doi = "10.1016/S0040-4039(00)77836-1",

language = "English",

volume = "21",

pages = "1779--1780",

journal = "Tetrahedron letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "18",

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T1 - Reduction of nitro groups by ynamines; synthesis and x-ray crystal structure of n,n-diethyl-3,3a-dihydro-3-methylbenzofuro[3,2-c]isoxazole-3-carboxamide

AU - de Wit, A.D.

AU - Trompenaars, W.P.

AU - Reinhoudt, D.N.

AU - Harkema, S.

AU - van Hummel, G.J.

PY - 1980

Y1 - 1980

N2 - 3-Nitrobenzo[b]furan and 1-diethylaminopropyne react thermally at 5–10°C to give a 1:1 addition product ( ) in which one of the oxygen atoms of the nitro group is transferred to C-1 of the acetylene. The structure of the benzofuro[3,2-c]isoxazole ( ) has been determined by X-ray crystallography.

AB - 3-Nitrobenzo[b]furan and 1-diethylaminopropyne react thermally at 5–10°C to give a 1:1 addition product ( ) in which one of the oxygen atoms of the nitro group is transferred to C-1 of the acetylene. The structure of the benzofuro[3,2-c]isoxazole ( ) has been determined by X-ray crystallography.

U2 - 10.1016/S0040-4039(00)77836-1

DO - 10.1016/S0040-4039(00)77836-1

M3 - Article

SN - 0040-4039

VL - 21

SP - 1779

EP - 1780

JO - Tetrahedron letters

JF - Tetrahedron letters

IS - 18

ER -

Reduction of nitro groups by ynamines; synthesis and x-ray crystal structure of n,n-diethyl-3,3a-dihydro-3-methylbenzofuro[3,2-c]isoxazole-3-carboxamide

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