A Route to Highly Functionalized Stereospecific trans-Aminated Aurones from 3-Bromoflavones with Aniline and N-Phenylurea via a Domino Aza-Michael Ring Opening and Cyclization Reactions
Publication type: Journal Article
Publication date: 2018-10-10
scimago Q2
wos Q2
SJR: 0.559
CiteScore: 4.6
Impact factor: 2.3
ISSN: 00397881, 1437210X
Catalysis
Organic Chemistry
Abstract
A facile cascade reaction is reported via aza-Michael addition, ring opening, and cyclization between 3-bromoflavone and aniline derivatives or N-phenylurea in the presence of KOt-Bu and CuI in DMF under mild reaction conditions. Products were obtained as stereospecific trans-aminated aurones in good to excellent yields (61–83%). Our protocol is operationally successful with ease, avoids the requirement of additives and ligands, and offers broad substrate scope.
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Ahmed N., Ahmed N. A Route to Highly Functionalized Stereospecific trans-Aminated Aurones from 3-Bromoflavones with Aniline and N-Phenylurea via a Domino Aza-Michael Ring Opening and Cyclization Reactions // Synthesis. 2018. Vol. 51. No. 04. pp. 960-970.
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Ahmed N., Ahmed N. A Route to Highly Functionalized Stereospecific trans-Aminated Aurones from 3-Bromoflavones with Aniline and N-Phenylurea via a Domino Aza-Michael Ring Opening and Cyclization Reactions // Synthesis. 2018. Vol. 51. No. 04. pp. 960-970.
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TY - JOUR
DO - 10.1055/s-0037-1610662
UR - https://doi.org/10.1055/s-0037-1610662
TI - A Route to Highly Functionalized Stereospecific trans-Aminated Aurones from 3-Bromoflavones with Aniline and N-Phenylurea via a Domino Aza-Michael Ring Opening and Cyclization Reactions
T2 - Synthesis
AU - Ahmed, Naseem
AU - Ahmed, Naseem
PY - 2018
DA - 2018/10/10
PB - Georg Thieme Verlag KG
SP - 960-970
IS - 04
VL - 51
SN - 0039-7881
SN - 1437-210X
ER -
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BibTex (up to 50 authors)
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@article{2018_Ahmed,
author = {Naseem Ahmed and Naseem Ahmed},
title = {A Route to Highly Functionalized Stereospecific trans-Aminated Aurones from 3-Bromoflavones with Aniline and N-Phenylurea via a Domino Aza-Michael Ring Opening and Cyclization Reactions},
journal = {Synthesis},
year = {2018},
volume = {51},
publisher = {Georg Thieme Verlag KG},
month = {oct},
url = {https://doi.org/10.1055/s-0037-1610662},
number = {04},
pages = {960--970},
doi = {10.1055/s-0037-1610662}
}
Cite this
MLA
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Ahmed, Naseem, and Naseem Ahmed. “A Route to Highly Functionalized Stereospecific trans-Aminated Aurones from 3-Bromoflavones with Aniline and N-Phenylurea via a Domino Aza-Michael Ring Opening and Cyclization Reactions.” Synthesis, vol. 51, no. 04, Oct. 2018, pp. 960-970. https://doi.org/10.1055/s-0037-1610662.