Perkin condensation with subsequent intramolecular lactonisation as one pot syntheses of 2-(2-oxo-2H-chromen-3-yl)acetic acids VIIa-Xa has been studied. The required acids VIIa-Xa were prepared as precursors of recently discovered compounds possessing antineoplastic activities. Syntheses of VIIa-Xa were carried out using para substituted 2-hydroxybenzaldehydes II-VI, succinic acid anhydride, sodium succinate under thermal or microwave conditions. Significant shortening of the reaction time under microwave irradiation was observed (18–50 min instead of 1.5–5 h of heating). Microwave assisted reactions proceeded more smoothly to give higher yield of the required products VIIa-Xa (31–61 %) compared to those under classical thermal conditions e.g. 21.8 % for IXa (Hurenkamp et al., 2007). Seven reaction by-products were isolated and determined as 2H,2′H-3,3′-bichromene-2,2′-diones VIIb-Xb and (E)-3-(2-hydroxystyryl)-2H-chromen-2-ones VIIc-IXc.
机构:
Al Azhar Univ, Boys Branch, Fac Sci, Chem Dept, Cairo, EgyptAl Azhar Univ, Boys Branch, Fac Sci, Chem Dept, Cairo, Egypt
Elhenawy, Ahmed A.
Al-Harbi, L. M.
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King Abdulaziz Univ, POB 80203, Jeddah 21589, Saudi ArabiaAl Azhar Univ, Boys Branch, Fac Sci, Chem Dept, Cairo, Egypt
Al-Harbi, L. M.
El-Gazzar, M. A.
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Al Azhar Univ, Boys Branch, Fac Sci, Chem Dept, Cairo, EgyptAl Azhar Univ, Boys Branch, Fac Sci, Chem Dept, Cairo, Egypt
El-Gazzar, M. A.
Khowdiary, Manal M.
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Egyptian Petr Res Inst, Appl Surfactant Lab, Cairo 11727, Egypt
Um El Qura Univ, Fac Sci Appl, Chem Dept, Mecca, Saudi ArabiaAl Azhar Univ, Boys Branch, Fac Sci, Chem Dept, Cairo, Egypt
Khowdiary, Manal M.
Moustfa, A.
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Al Azhar Univ, Boys Branch, Fac Sci, Chem Dept, Cairo, EgyptAl Azhar Univ, Boys Branch, Fac Sci, Chem Dept, Cairo, Egypt
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C Abdul Hakeem Coll Autonomous, Res Dept Chem, Bioact Organ Mol Synthet Unit, Melvisharam 632509, Tamil Nadu, IndiaC Abdul Hakeem Coll Autonomous, Res Dept Chem, Bioact Organ Mol Synthet Unit, Melvisharam 632509, Tamil Nadu, India
Perumal, Rajasekar
Bathrinarayanan, Balaji
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C Abdul Hakeem Coll Autonomous, Res Dept Chem, Bioact Organ Mol Synthet Unit, Melvisharam 632509, Tamil Nadu, IndiaC Abdul Hakeem Coll Autonomous, Res Dept Chem, Bioact Organ Mol Synthet Unit, Melvisharam 632509, Tamil Nadu, India
Bathrinarayanan, Balaji
Ghashang, Majid
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Islamic Azad Univ, Fac Sci, Najafabad Branch, Najafabad, Isfahan, IranC Abdul Hakeem Coll Autonomous, Res Dept Chem, Bioact Organ Mol Synthet Unit, Melvisharam 632509, Tamil Nadu, India
Ghashang, Majid
Mansoor, Syed Sheik
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C Abdul Hakeem Coll Autonomous, Res Dept Chem, Bioact Organ Mol Synthet Unit, Melvisharam 632509, Tamil Nadu, IndiaC Abdul Hakeem Coll Autonomous, Res Dept Chem, Bioact Organ Mol Synthet Unit, Melvisharam 632509, Tamil Nadu, India