Hofmann Rearrangement of Carboxamides Mediated by N-Bromoacetamide
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2016
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Metapodaci
Prikaz svih podataka o dokumentuApstrakt
An efficient, one-pot procedure for the Hofmann rearrangement of aromatic and aliphatic amides has been developed. Methyl and benzyl carbamates are produced with N-bromoacetamide in the presence of lithium hydroxide or lithium methoxide, in high yields. -Phenylamino amides gave five-membered cyclic ureas stereospecifically. Side products of aryl or benzyl bromination were minimized. This procedure offers an easy access to various protected amines or diamines, which represent important synthetic precursors.
Ključne reči:
Hofmann rearrangement / amides / stereoselectivity / cyclization / heterocyclesIzvor:
Synthesis-Stuttgart, 2016, 48, 10, 1550-1560Izdavač:
- Georg Thieme Verlag Kg, Stuttgart
Finansiranje / projekti:
- Proučavanje odnosa strukture i aktivnosti novosintetisanih biološki aktivnih supstanci (RS-MESTD-Basic Research (BR or ON)-172032)
DOI: 10.1055/s-0035-1561405
ISSN: 0039-7881
WoS: 000375877100012
Scopus: 2-s2.0-84961231076
Institucija/grupa
Poljoprivredni fakultetTY - JOUR AU - Jevtić, Ivana I. AU - Došen-Mićović, Ljiljana I. AU - Ivanović, Evica AU - Ivanović, Milovan D. PY - 2016 UR - http://aspace.agrif.bg.ac.rs/handle/123456789/4055 AB - An efficient, one-pot procedure for the Hofmann rearrangement of aromatic and aliphatic amides has been developed. Methyl and benzyl carbamates are produced with N-bromoacetamide in the presence of lithium hydroxide or lithium methoxide, in high yields. -Phenylamino amides gave five-membered cyclic ureas stereospecifically. Side products of aryl or benzyl bromination were minimized. This procedure offers an easy access to various protected amines or diamines, which represent important synthetic precursors. PB - Georg Thieme Verlag Kg, Stuttgart T2 - Synthesis-Stuttgart T1 - Hofmann Rearrangement of Carboxamides Mediated by N-Bromoacetamide EP - 1560 IS - 10 SP - 1550 VL - 48 DO - 10.1055/s-0035-1561405 ER -
@article{ author = "Jevtić, Ivana I. and Došen-Mićović, Ljiljana I. and Ivanović, Evica and Ivanović, Milovan D.", year = "2016", abstract = "An efficient, one-pot procedure for the Hofmann rearrangement of aromatic and aliphatic amides has been developed. Methyl and benzyl carbamates are produced with N-bromoacetamide in the presence of lithium hydroxide or lithium methoxide, in high yields. -Phenylamino amides gave five-membered cyclic ureas stereospecifically. Side products of aryl or benzyl bromination were minimized. This procedure offers an easy access to various protected amines or diamines, which represent important synthetic precursors.", publisher = "Georg Thieme Verlag Kg, Stuttgart", journal = "Synthesis-Stuttgart", title = "Hofmann Rearrangement of Carboxamides Mediated by N-Bromoacetamide", pages = "1560-1550", number = "10", volume = "48", doi = "10.1055/s-0035-1561405" }
Jevtić, I. I., Došen-Mićović, L. I., Ivanović, E.,& Ivanović, M. D.. (2016). Hofmann Rearrangement of Carboxamides Mediated by N-Bromoacetamide. in Synthesis-Stuttgart Georg Thieme Verlag Kg, Stuttgart., 48(10), 1550-1560. https://doi.org/10.1055/s-0035-1561405
Jevtić II, Došen-Mićović LI, Ivanović E, Ivanović MD. Hofmann Rearrangement of Carboxamides Mediated by N-Bromoacetamide. in Synthesis-Stuttgart. 2016;48(10):1550-1560. doi:10.1055/s-0035-1561405 .
Jevtić, Ivana I., Došen-Mićović, Ljiljana I., Ivanović, Evica, Ivanović, Milovan D., "Hofmann Rearrangement of Carboxamides Mediated by N-Bromoacetamide" in Synthesis-Stuttgart, 48, no. 10 (2016):1550-1560, https://doi.org/10.1055/s-0035-1561405 . .