| FATHALLA, Walid Mohamed and Pavel PAZDERA. Convenient domino synthesis of quinazolin-4(3H)-ylidene carbothioamides and carbamothioates. Tetrahedron. Oxford: ERGAMON-ELSEVIER SCIENCE LTD, 2017, vol. 73, No 31, p. 4573-4583. ISSN 0040-4020. Available from: https://dx.doi.org/10.1016/j.tet.2017.06.024. |
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@article{1383293,
author = {Fathalla, Walid Mohamed and Pazdera, Pavel},
article_location = {Oxford},
article_number = {31},
doi = {http://dx.doi.org/10.1016/j.tet.2017.06.024},
keywords = {imidoyl isothiocyanate; quinazolin-4(3H)-ylidene carbothioamides; quinazolin-4(3H)-ylidene carbamothioate; Cascade reaction; imidoyl chloride; Dimroth rearrangement; intramolecular hydrogen bond.},
language = {eng},
issn = {0040-4020},
journal = {Tetrahedron},
title = {Convenient domino synthesis of quinazolin-4(3H)-ylidene carbothioamides and carbamothioates},
volume = {73},
year = {2017}
}
TY - JOUR
ID - 1383293
AU - Fathalla, Walid Mohamed - Pazdera, Pavel
PY - 2017
TI - Convenient domino synthesis of quinazolin-4(3H)-ylidene carbothioamides and carbamothioates
JF - Tetrahedron
VL - 73
IS - 31
SP - 4573-4583
EP - 4573-4583
PB - ERGAMON-ELSEVIER SCIENCE LTD
SN - 00404020
KW - imidoyl isothiocyanate
KW - quinazolin-4(3H)-ylidene carbothioamides
KW - quinazolin-4(3H)-ylidene carbamothioate
KW - Cascade reaction
KW - imidoyl chloride
KW - Dimroth rearrangement
KW - intramolecular hydrogen bond.
N2 - A simple convenient protocol for the synthesis of secondary amine N-(2- (substitutedphenyl)quinazolin-4(3H)-ylidene) carbothioamides and O-alkyl N-2- (substitutedphenyl)quinazolin-4(3H)-ylidene carbamothioates has been described. It involves the cascade reaction of various secondary amines or alcohols with imidoylisothiocyanates in acetonitrile to afford the desired compounds in excellent yields. The reaction time was 48 h under reflux conditions, involved a simple work up, to form 42 examples of pure products in high yields. The precursor imidoyl isothiocyanates were prepared from the corresponding benzanilides and were purified by flash chromatography.
ER -
FATHALLA, Walid Mohamed and Pavel PAZDERA. Convenient domino synthesis of quinazolin-4(3H)-ylidene carbothioamides and carbamothioates. \textit{Tetrahedron}. Oxford: ERGAMON-ELSEVIER SCIENCE LTD, 2017, vol.~73, No~31, p.~4573-4583. ISSN~0040-4020. Available from: https://dx.doi.org/10.1016/j.tet.2017.06.024.
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