Mild and Efficient Solvent‐Free Friedel–Crafts Acylation of Reserpine

References

• Nagendrappa , G. 2002 . Organic synthesis under solvent‐free conditions: An environmentally benign procedure‐1 . Resonance , : 59 – 68 .
   Google Scholar
• Brown , A. R. , Hermkens , P. H. H. , Ottenheihm , H. C. J. and Rees , D. C. 1998 . Solid phase synthesis . Synlett , : 817 – 827 .
   Google Scholar
• Kaupp , G. , Schmeyers , J. and Boy , J. 2001 . Waste‐free solid‐state synthesis with quantitative yield . Chemosphere , 43 : 55 – 61 .
   Google Scholar
• Olah , G. A. 1964 . Friedel–Crafts and Related Reactions Vol. III , New York : Interscience Publishers .
   Google Scholar
• 1986 . Vogel's Textbook of Practical Organic Chemistry , 4th ed. 770 – 774 . Essex : ELBS/Longman .
   Google Scholar
• Salehi , P. , Khodaei , M. M. , Zolfigol , M. A. and Sirouszadeh , S. 2003 . Catalytic Friedel–Crafts acylation of alkoxybenzenes mediated by aluminum hydrogensulfate in solution and solvent‐free conditions . Bull. Chem. Soc. Jpn. , 76 : 1863 – 1864 .
   Web of Science ®Google Scholar
• Kawada , A. , Mitamura , S. and Kobayashi , S. 1993 . Lanthanide trifluoromethanesulfonates as reusable catalysts: Catalytic Friedet–Crafts acylation . J. Chem. Soc., Chem. Commun. , : 1157 – 1158 .
   Google Scholar
• Smith , K. , El‐Hiti , G. A. , Jayne , A. J. and Butters , M. 2003 . Acetylation of aromatic ethers using acetic anhydride over solid acid catalysts in a solvent free system: Scope of the reaction for substituted ethers . Org. Biomol. Chem. , 1 : 1560 – 1564 .
   PubMed Web of Science ®Google Scholar
• Chapman , C. J. , Frost , C. G. , Hartley , J. P. and Whittle , A. J. 2001 . Efficient aromatic and heteroatom acylations using catalytic indium complexes with lithium perchlorate . Tetrahedron Lett. , 42 : 773 – 775 .
   Web of Science ®Google Scholar
• Ross , J. and Xiao , J. 2002 . Friedel–Crafts acylation reactions using metal triflates in ionic liquid . Green Chem. , 4 : 129 – 133 .
   Web of Science ®Google Scholar
• Ghiaci , M. and Asghari , J. 1998 . Friedel–Crafts alkylation and acylation in the absence of solvent . Synth. Commun. , 28 : 2213 – 2220 .
   Web of Science ®Google Scholar
• Manske , R. H. F. 1960 . The Alkaloids, Chemistry and Physiology Vol. VII , 73 New York : Academic Press .
   Google Scholar
• Ulshafer , P. R. , Nugent , R. H. and Dorfman , L. 1962 . 10‐ and 12‐Acetyl reserpines . Chem. Industry , : 1863
   Google Scholar
• Negi , A. S. , Chattopadhyay , S. K. , Srivastava , S. and Bhattacharya , A. K. 2005 . A simple regioselective demethylation of p‐aryl methyl ethers using aluminum chloride‐dichloromethane system . Synth. Commun. , 35 : 15 – 21 .
   Web of Science ®Google Scholar
• Hesse , M. 1974 . Indolalkaloide Vol. 1 , 201 – 204 . Verlag Chemie .
   Google Scholar
• Lounasmaa , M. and Tolvanen , A. 1985 . A 400 MHz 1H NMR study of four basic reserpine alkaloids . Heterocycles , 23 : 371 – 375 .
   Google Scholar
• Wenkert , E. , Chang , C. , Chawla , H. P.S. , Cochran , D. W. , Hagaman , E. W. , King , J. C. and Orito , K. 1976 . General methods of synthesis of indole alkaloids 14: Short routes of construction of yohimboid and ajmalicinoid alkaloid systems and their 13C nuclear magnetic resonance spectral analysis . J. Am. Chem. Soc. , 98 : 3645 – 3655 .
   Web of Science ®Google Scholar
• Breitmaier , E. , Haas , G. and Voclter , W. 1979 . Atlas of Carbon‐13 NMR Data London : Heyden & Sons . compound no. 679, 1327, 1335, 1336, 1341, 1920
   Google Scholar
• Begum , S. , Hassan , S. I. and Siddiqui , B. S. 2005 . A rapid, mild, efficient and solvent‐free Friedel–Crafts acylation of N‐acetyltetrahydroharmine . Synth. Commun. , 35 : 23 – 39 .
   Web of Science ®Google Scholar