83152-97-0Relevant academic research and scientific papers
Efficient one-pot synthesis of functionalised imidazo[1,2-: A] pyridines and unexpected synthesis of novel tetracyclic derivatives by nucleophilic aromatic substitution
Bode, Moira L.,Brady, Dean,Changunda, Charles R. K.,Fernandes, Manuel A.,Mokone, William K.,Rousseau, Amanda L.,Venkatesh, B. C.
, p. 8104 - 8114 (2020)
Novel tetracyclic imidazo[1,2-a]pyridine derivatives have been prepared by intramolecular nucleophilic aromatic substitution of 5-fluoroimidazo[1,2-a]pyridines under basic conditions. Use of the non-nucleophilic alcoholic solvent tert-butanol, rather than methanol, increased the yield of the tetracycles by reducing the competing intermolecular reaction observed for methanol. In addition, a modified protocol for the dehydration of formamides to isocyanides has been found to be tolerant of an unprotected hydroxyl functional group and one-pot conversion to imidazo[1,2-a]pyridyl-aminocyclohexanol analogues is reported.
Synthesis and asymmetric catalytic activities of chiral organogallium and indium complexes with ephedrine derivatives as ligands. The crystal structure of [(1 R, 2S)-(Me2Ga-μ-OCH (C6H5)CH(CH3)-μ- NHCH3)]2
Yuan, Fang,Zhu, Chengjian,Sun, Jiangtao,Liu, Yongjiang,Pan, Yi
, p. 102 - 107 (2003)
Reactions of trimethylgallium or trimethylindium with (1R, 2S)-(-)-ephedrine derivatives afford compounds [(1R, 2S)-(Me2E-μ-OCH(C6H5) CH(CH3)-μ-NRCH3)]2 [E=Ga, R=H (1), CH3 (2), CH2Ph (3); E=In, R=H (4), CH3 (5), CH2Ph (6)] in high yields. The resulting complexes 1-6 have been characterized by 1H-NMR spectroscopy and elemental analysis. Structure of the compound 1 determined by single-crystal X-ray analysis shows a dimeric feature containing a standard parallelogram Ga2O2 core bridging through the oxygen atom of ephedrine group. The catalytic asymmetric isocyanosilylation of meso cyclohexene oxide with trimethylsilyl cyanide has been realized with complexes 1-6 as catalysts.
The Synthesis and Some Reactions of Thiazolidine-2-selones
Cambie, Richard C.,Rutledge, Peter S.,Tan, Vivien Y. Y.,Woodgate, Paul D.
, p. 3655 - 3694 (2007/10/02)
As a route to thiazolidine-2-selones or the tautomeric 2-thiazolines, the reactions of trans-1-iodo-2-isothiocyanatocyclohexane with selenium nucleophiles have been investigated.Sodium hydrogenselenide gives a mixture of the 2-selone (2) and 2-thione (3) while lithium selenide gives mainly the 2-thione (3).With these reagents trans-1-iodo-2-isocyanatocyclohexane gives the corresponding selenazolidin-2-one (5).Treatment of 2-lithiobenzothiazole with N-phenylselenophthalimide or diphenyl diselenide gives 2-phenylselenobenzothiazole, while reaction of the sodium salt of selenobenzothiazole with alkyl or allyl halides affords high yields of 2-alkylseleno- and 2-allylselenobenzothiazoles, respectively.Treatment of 2-decylselenobenzothiazole with either hydrogen peroxide or m-chloroperbenzoic acid leads to low yields of the Pummerer rearrangement product (40). 2-Prop-2'-enylselenobenzothiazole can be used as a transfer reagent in palladium-catalysed allylation of diethyl malonate.Alternative routes to vic-iodoselenocyanates have been investigated.
RING OPENING OF CYCLOHEXENE EPOXIDE WITH TRIMETHYLSILYL CYANIDE
Spessard, Gary O.,Ritter, Allen R.,Johnson, Dawn M.,Montgomery, Anne M.
, p. 655 - 656 (2007/10/02)
Contrary to its reaction with epoxides in the presence of aluminum catalysts, trimethylsilyl cyanide reacts with cyclohexene epoxide to give 2-hydroxycyclohexyl isonitrile in the presence of ZnCl2.
