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@article{484309, author = {Fathalla, Walid and Marek, Jaromír and Pazdera, Pavel}, article_location = {USA}, article_number = {39}, keywords = {quinazolines; 1;3-thiazoles; 1;3-oxathioles; domino-reactions}, language = {eng}, issn = {0022-152X}, journal = {Journal of Heterocyclic Chemistry}, title = {New Domino-Reaction for the Synthesis of N4-(5-Aryl-1,3-oxathiol-2-yliden)-2-phenylquinazolin-4-amines and 4-[4-Aryl-5-(2-phenylquinazolin-4-yl)-1,3-thiazol-2-yl]morpholine}, volume = {2002}, year = {2002} }
TY - JOUR ID - 484309 AU - Fathalla, Walid - Marek, Jaromír - Pazdera, Pavel PY - 2002 TI - New Domino-Reaction for the Synthesis of N4-(5-Aryl-1,3-oxathiol-2-yliden)-2-phenylquinazolin-4-amines and 4-[4-Aryl-5-(2-phenylquinazolin-4-yl)-1,3-thiazol-2-yl]morpholine JF - Journal of Heterocyclic Chemistry VL - 2002 IS - 39 SP - 1139 EP - 1139 PB - HeteroCorporation SN - 0022152X KW - quinazolines KW - 1;3-thiazoles KW - 1;3-oxathioles KW - domino-reactions N2 - The model morpholine-1-carbothioic acid (2-phenyl-3H-quinazolin-4-ylidene) amide (1) reacts with phenacyl bromides to afford N4-(5-aryl-1,3-oxathiol-2-yliden)-2-phenylquinazolin-4-amines (4) or N4-(4,5-diphenyl-1,3-oxathiol-2-yliden)-2-phenyl-4-aminoquinazoline (5) by a thermodynamically controlled reversible reaction favoring the enolate intermediate, while the 4-[4-aryl-5-(2-phenylquinazolin-4-yl)-1,3-thiazol-2-yl]morpholine (8) was produced by a kinetically controlled reaction favoring the C-anion intermediate. 1H nmr, 13C nmr, ir, mass spectroscopy and x-ray identified compounds (4), (5) and (8). ER -
FATHALLA, Walid, Jaromír MAREK a Pavel PAZDERA. New Domino-Reaction for the Synthesis of N4-(5-Aryl-1,3-oxathiol-2-yliden)-2-phenylquinazolin-4-amines and 4-[4-Aryl-5-(2-phenylquinazolin-4-yl)-1,3-thiazol-2-yl]morpholine. \textit{Journal of Heterocyclic Chemistry}. USA: HeteroCorporation, 2002, roč.~2002, č.~39, s.~1139-1144. ISSN~0022-152X.
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