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Despite the tremendous utilities of metal‐mediated cross‐couplings in modern organic chemistry, coupling reactions involving nitrogenous heteroarenes remain a challenging undertaking – coordination of Lewis basic atoms into metal centers often necessitate elevated temperature, high catalyst loading, etc. Herein, we report a sulfur (IV) mediated cross‐coupling amendable for the efficient synthesis of heteroaromatic substrates. Addition of heteroaryl nucleophiles to a simple, readily‐accessible alkyl sulfinyl (IV) chloride allows formation of a trigonal bipyramidal sulfurane intermediate. Reductive elimination therefrom provides bis‐heteroaryl products in a practical and efficient fashion. 相似文献
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Ernst Schaumann Jens Nieschalk Rainer Isecke Carsten Spanka Herbert Mrotzek Wolf-Rüdiger Förster 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1):349-350
Thioketenes or thioketene equivalents give β-thiolactams in the reaction with C=N systems, but problems arise in the synthesis of highly functionalized derivatives. Therefore to obtain the thione analog of a bactam a thionation approach was chosen. 相似文献
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Masaaki Yoshifuji Ichiro Shima Naoki Inamoto Masamichi Yamada Haruo Kuroda 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1-2):157-159
Abstract The nature of the P[dbnd]P bond in E-bis(2,4,6-tri-tert-butylphenyl)diphosphene was studied by means of ESCA, indicating that the phosphorus 2p binding energy is the lowest among those for common organophosphorus compounds. 相似文献
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Allison M. Wensley 《Tetrahedron letters》2007,48(13):2431-2434
In an attempt to synthesize a spiroketal enol ether natural product, we found that treatment of alcohol 5 with Martin’s sulfurane did not give the anticipated olefin, but instead afforded ketone 15 through an unprecedented oxidation. 相似文献
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The preparation of sterically hindered secondary amino esters from the reaction of N-protected α-amino aldehydes and 3-, or 2-oxo esters with α-amino esters by reductive amination is described. The resulting amino esters were converted to the β-lactam or acylated to form N-acyl secondary amides. 相似文献
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Lovely BegumJulian M Box Michael G.B DrewLaurence M Harwood Jane L HumphreysDavid J Lowes Gareth A MorrisPerrine M Redon Francine M WalkerRoger C Whitehead 《Tetrahedron》2003,59(26):4827-4841
Investigations into the quinate to shikimate transformation have been carried out, the results of which have been exploited in the synthesis of a novel difluoromethylene homologue of shikimic acid from (−)-quinic acid. Martin's sulfurane {Ph2S[OC(CF3)2Ph]2} was the reagent of choice for the key dehydration step of this synthesis. The results of investigations into the synthesis of the important natural product analogue, 6,6-difluoroshikimic acid are also reported. 相似文献
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