KF/Al₂O₃‐Mediated N‐Alkylation of Amines and Nitrogen Heterocycles and S‐Alkylation of Thiols

References

• Benjamin , E. B. 2002 . KF/Al2O3‐mediated organic synthesis . Tetrahedron , 58 : 9301 – 9320 .
   Web of Science ®Google Scholar
• Moghaddam , M. F. , Bardajee , R. G. and Oftadeh , C. V. R. 2005 . KF/AL2O3‐mediated Michael addition of thiols to electron‐deficient olefins . Synth. Commun. , 35 : 2427 – 2433 .
   Web of Science ®Google Scholar
• Moghaddam , M. F. , Bardajee , R. G. and Taimoory , S. M. D. 2006 . KF/AL2O3‐mediated aza‐Michael addition of indoles to electron‐deficient olefins . Lett. Org. Chem. , 3 : 39 – 41 .
   Web of Science ®Google Scholar
• Mohri , K. , Suzuki , K. , Usui , M. , Isobe , K. and Tsuda , Y. 1995 . A convenient synthesis of tertiary‐amines by alkylation of secondary‐amines with alkyl‐halides in the presence of potassium hydride and triethylamine . Chem. Pharm. Bull. , 43 : 159 – 161 .
   Web of Science ®Google Scholar
• Suga , K. , Watanabe , S. , Fujita , T. and Pan , T. P. 1969 . N‐Alkylation of primary and secondary amines by alkyl halides and lithium naphthalene . Bull. Chem. Soc. Jpn. , 42 : 3606 – 3608 .
   Web of Science ®Google Scholar
• Salvatore , R. N. , Nagle , A. S. , Schmidt , S. E. and Jung , K. W. 1999 . Cesium hydroxide promoted chemoselective n‐alkylation for the generally efficient synthesis of secondary amines . Org. Lett. , 1 : 1893 – 1896 .
   Web of Science ®Google Scholar
• Candy , C. F. and Jones , R. A. 1971 . Pyrrole studies, XVII: Alkylation of pyrrylthallium(i) . J. Org. Chem. , 36 : 3993 – 3994 .
   Web of Science ®Google Scholar
• Hayat , S. , Rahman , A.‐u. , Choudhary , M. I. , Khan , K. M. , Schumann , W. and Bayer , E. 2001 . N‐Alkylation of anilines, carboxamides and several nitrogen heterocycles using CsF–Celite/alkyl halides/CH3CN combination . Tetrahedron , 57 : 9951 – 9957 .
   Web of Science ®Google Scholar
• Santaniello , E. , Farachi , C. and Ponti , F. 1979 . N‐Alkylation of pyrrole and indole catalyzed by crown . Synthesis , : 617 – 618 .
   Web of Science ®Google Scholar
• Guida , W. C. and Mathre , D. J. 1980 . Phase‐transfer alkylation of heterocycles in the presence of 18‐crown‐6 and potassium tert‐butoxide . J. Org. Chem. , 45 : 3172 – 3176 .
   Web of Science ®Google Scholar
• Gilchrist , T. L. 1992 . Heterocyclic Chemistry , 2nd ed. London : Longman .
   Google Scholar
• Pielichowski , J. , Popielarz , R. and Chrzaszcz , R. 1985 . A novel synthesis of n‐vinylcarbazoles—reaction conditions and mechanism of the side reaction . J. Polym. Sci., Lett Ed. , 23 : 387 – 393 .
   Web of Science ®Google Scholar
• Pielichowski , J. and Bogdal , D. 1988 . Application of trichloroethylene in organic syntheses, 4: Syntheses of 9‐(1,2‐dichlorovinyl)carbazoles . Lieb. Ann. Chem. , : 595 – 596 .
   Google Scholar
• Pielichowski , J. and Bogdal , D. 1989 . Application of trichloroethylene in organic syntheses 6: Syntheses of 1‐(1,2‐dichlorovinyl)‐imidazoles . Bull. Pol. Acad. Sci.; Ser. Sci. Chem. , 37 : 123 – 126 .
   Google Scholar
• Block , E. 1978 . Reaction of Organosulfur Compounds New York : Academic Prees .
   Google Scholar
• Salvatore , R. N. , Smith , R. A. , Nischwitz , A. K. and Gavin , T. 2005 . A mild and highly convenient chemoselective alkylation of thiols using Cs2CO3–TBAI . Tetrahedron Lett. , 46 : 8931 – 8935 .
   Web of Science ®Google Scholar
• Boscato , J. F. , Catala , J. M. , Franta , E. and Brossas , J. 1980 . Action of elementary sulfur onto carbanions—a new route to dialkylpolysulfides . Tetrahedron Lett. , 21 : 1519 – 1520 .
   Web of Science ®Google Scholar
• Khurana , J. M. and Sahoo , P. K. 1992 . Chemoselective alkylation of thiols—a detailed investigation of reactions of thiols with halides . Synth. Commun. , 22 : 1691
   Web of Science ®Google Scholar
• Drabowicz , J. and Mikolajczyk , M. 1978 . Organosulfur compounds, 14: Rapid and mild reduction of sulfoxides with titanium(II) chloride . Synthesis , : 542
   Web of Science ®Google Scholar
• Vijaikumar , S. and Pitchumani , K. 2004 . Simple, solvent‐free syntheses of unsymmetrical sulfides from thiols and alkyl halides using hydrotalcite clays . J. Mol. Catal. A: Chem. , 217 : 117 – 120 .
   Web of Science ®Google Scholar
• Campbell , J. R. 1962 . Reduction of disulfides with copper: Preparation of some thioethers . J. Org. Chem. , 27 : 2207 – 2209 .
   Web of Science ®Google Scholar
• Schmittiling , E. A. and Sawyer , S. S. 1991 . Selective desilylation of tert‐butyldimethylsilyl ether of phenols using potassium fluoride‐alumina and ultrasound . Tetrahedron Lett. , 32 : 7207 – 7210 .
   Web of Science ®Google Scholar
• Firouzabadi , H. , Iranpoor , N. and Jafarpour , M. 2006 . ZrCl4 dispersed on dry silica gel provides a useful reagent for S‐alkylation of thiols with alcohols under solvent‐free conditions . Tetrahedron Lett. , 47 : 93 – 97 .
   Web of Science ®Google Scholar