Rapid Synthesis of Alkyloxy Porphyrins Under Microwave Irradiation

REFERENCES

• Lidström , P. ; Tierney , J. ; Wathey , B. Microwave assisted organic synthesis—A review . Tetrahedron 2001 , 57 , 9225 – 9283 .
   Web of Science ®Google Scholar
• Dawood , K. M. Microwave-assisted Suzuki–Miyaura and Heck–Mizoroki cross-coupling reactions of aryl chlorides and bromides in water using stable benzothiazole-based palladium(II) precatalysts . Tetrahedron 2007 , 63 , 9642 – 9651 .
   Web of Science ®Google Scholar
• Namboodiri , V. V. ; Varma , R. S. Microwave-accelerated Suzuki cross-coupling reaction in polyethylene glycol (PEG) . Green Chem. 2001 , 3 , 146 – 148 .
   Web of Science ®Google Scholar
• Erdélyi , E. ; Gogoll , A. Rapid microwave promoted Sonogashira coupling reactions on solid phase . J. Org. Chem. 2003 , 68 , 6431 – 6434 .
   PubMed Web of Science ®Google Scholar
• Lei , S. ; Min , W. Rapid and efficient microwave-assisted amination of electron-rich aryl halides without a transition-metal catalyst . Org. lett. 2003 , 5 , 3515 – 3517 .
   PubMedGoogle Scholar
• D'Angelo , N. D. ; Peterson , J. J. Effect of microwave heating on Ullmann-type heterocycle-arylether synthesis using chloro-heterocycles . Tetrahedron Lett. 2006 , 47 , 5045 – 5048 .
   Google Scholar
• Yanqing , P. ; Gonghua , S. Combined microwave and ultrasound assisted Williamson ether synthesis in the absence of phase-transfer catalysts . Green Chem. 2002 , 4 , 349 – 351 .
   Google Scholar
• Umrigar , V. M. ; Chakraborty , M. Microwave assisted sulfonation of 2-naphthol by sulfuric acid: Cleaner production of Schaeffer's acid . Ind. Eng. Chem. Res. 2007 , 46 , 6217 – 6220 .
   Google Scholar
• Liu , M. ; Tai , C.-H. Microwave-assisted synthesis and reverse saturable absorption of phthalocyanines and porphyrins . J. Organometal. Chem. 2004 , 689 , 1078 – 1084 .
   Google Scholar
• Zhou , X. T. ; Ji , H. B. ; Pei , L. X. ; She , Y. B. ; Xu , J. C. ; Wang , L. F. Advance of homogeneous oxidation with metalloporphyrins as catalysts . Chin. J. Org. Chem. 2007 , 27 , 1039 – 1049 .
   Google Scholar
• Yuan , Y. ; Ji , H. B. ; Chen , Y. X. ; Han , Y. ; Song , X. F. ; She , Y. B. ; Zhong , R. G. Oxidation of cyclohexane to adipic acid using Fe-porphyrin as a biomimetic catalyst . Org. Process Res. Dev. 2004 , 8 , 418 – 420 .
   Web of Science ®Google Scholar
• Zhou , X. T. ; Ji , H. B. ; Xu , J. C. ; Pei , L. X. ; Wang , L. F. ; Yao , X. D. Enzymatic-like mediated olefins epoxidation by molecular oxygen under mild conditions . Tetrahedron Lett. 2007 , 48 , 2691 – 2695 .
   Web of Science ®Google Scholar
• Zhou , X. T. ; Ji , H. B. ; Cheng , Z. ; Xu , J. C. ; Pei , L. X. ; Wang , L. F. Selective oxidation of sulfides to sulfoxides catalyzed by ruthenium (III) meso-tetraphenylporphyrin chloride in the presence of molecular oxygen . Bioorg. Med. Chem. Lett. 2007 , 17 , 4650 – 4653 .
   PubMed Web of Science ®Google Scholar
• Ji , H.-B. ; Yuan , Q.-L. ; Zhou , X.-T. Highly efficient selective oxidation of alcohols to carbonyl compounds catalyzed by ruthenium (III) meso-tetraphenylporphyrin chloride in the presence of molecular oxygen . Bioorg. Med. Chem. Lett. 2007 , 17 , 6364 – 6368 .
   PubMedGoogle Scholar
• Zhou , X. T. ; Ji , H. B. ; Yuan , Q. L. ; Xu , J. C. ; Pei , L. X. ; Wang , L. F. Aerobic oxidation of benzylic aldehydes to acids catalyzed by iron(III) meso-tetraphenylporphyrin chloride under ambient conditions . Chin. Chem. Lett. 2007 , 18 , 926 – 928 .
   Web of Science ®Google Scholar
• Ji , L. ; Qin , X. The synthesis and characterization of a new tailed metalloporphyrin coordination compound. Acta Scientiarum Naturalium Universitatis Sunyatseni 1993, 1–7.
   Google Scholar
• Silva , A. M. G. ; Tomé , A. C. Porphyrins in Diels–Alder reactions: Improvements on the synthesis of barrelene-fused chlorins using microwave irradiation . Tetrahedron Lett. 2005 , 46 , 4723 – 4726 .
   Google Scholar
• Lidstrmöm , P. ; Tierney , J. Microwave assisted organic synthesis—A review . Tetrahedron. 2001 , 57 , 9225 – 9283 .
   Google Scholar
• Kang , Y. S. ; McManus , H. J. D. Photoinduced electron transfer from (alkoxyphenyl) . J. Phys. Chem. 1994 , 98 , 1044 – 1048 .
   Google Scholar
• Li , P.-Y. ; Gao , C.-Q. A study of porphyrin compounds (XX)—Studies on synthesis and photoelectrochemical properties of 5-(p-hexadecyloxypheny1)-10,15,20-triphenylporphyrin and 5-(p-hexadecanoyloxypheny1)-10,15,20-triphenylporphyrin . Chem. J. of Chin. Universities 1993 , 14 , 360 – 362 .
   Google Scholar