83893-97-4Relevant academic research and scientific papers
Novel Alkynyl-substituted (p-Phenylene)bisiodonium Ditriflates, Preparation and Reaction with Thiocyanate Ion
Kitamura, Tsugio,Furuki, Ryuji,Zheng, Lei,Fujimoto, Takeshi,Taniguchi, Hiroshi
, p. 2241 - 2244 (1992)
Novel alkynyl(p-phenylene)bisiodonium ditriflates were prepared in good to high yields by reaction of trimethylsilylalkynes with PhIO activated with 2 equivalents of triflic acid.Reaction of the alkynylbisiodonium salts with potassium thiocyanate gave alk
One-pot synthesis of alkynylthiocyanates by phase-transfer reagent
Li, Ming,Song, Wangze,Dong, Kun,Zheng, Yubin
, (2019/12/25)
Thiocyano-group widely exist in natural products and drug structures. A novel one-pot synthesis of alkynylthiocyanates from terminal alkynes, [hydroxy(tosyloxy)iodo]benzene and potassium thiocyanate by phase-transfer reagent involving the hypervalent iodine intermediates in transition metal-free conditions was developed. The internal alkynylthiocyanates could be used to synthesize some important compounds such as 5-thiocyanato-1,2,3-triazoles and (Z)-α-thiocyanato-vinyl trifluoromethanesulfonate.
An Atom-Economical Approach to 2-Triazolyl Thio-/Seleno Pyridines via Ruthenium-Catalyzed One-pot [3+2]/[2+2+2] Cycloadditions
Bhatt, Divya,Singh, Prasoon Raj,Kalaramna, Pratibha,Kumar, Krishn,Goswami, Avijit
supporting information, p. 5483 - 5489 (2019/11/13)
An efficient method to access 2-triazolyl thio-/selenopyridines with good to excellent yields by ruthenium(II)-catalyzed one-pot [3+2]/[2+2+2] cycloaddition reactions of azides, 1-alkynyl thio-/selenocyanates and 1,6-diynes is reported. This atom-economical catalytic strategy offers a mild and practical approach to access a variety of such cycloadducts with good to excellect regioselectivities. The protocol was further extended to the synthesis of 3,3′-bis(triazolyl thio-/seleno)-2,2′-bipyridines by the reaction of tetraynes with 1-alkynyl thio-/selenocyanates in the presence of aryl/alkyl azides. (Figure presented.).
Copper-catalyzed cascade click/nucleophilic substitution reaction to access fully substituted triazolyl-organosulfurs
Li, Ming,Dong, Kun,Zheng, Yubin,Song, Wangze
supporting information, p. 9933 - 9941 (2019/12/06)
A novel cascade click/nucleophilic substitution reaction is developed to access 4-heterofunctionalized fully substituted triazolyl-organosulfurs using thiocyanates as both leaving groups and organosulfur precursors. This method features high regioselectivities and board substrate scope. 33 examples are shown to demonstrate the structural diversity through the synthesis of fully substituted triazolyl-organosulfurs including triazolyl-thiocyanates, triazolyl-sulfinylcyanides, triazolyl-thioethers, triazolyl-thiols and triazolyl-disulfides from internal thiocyanatoalkynes.
Ag-Catalyzed Thiocyanofunctionalization of Terminal Alkynes to Access Alkynylthiocyanates and α-Thiocyanoketones
See, Jie Yang,Zhao, Yu
supporting information, p. 7433 - 7436 (2018/12/11)
Unprecedented one-pot thiocyanofunctionalizations of terminal alkynes to deliver alkynylthiocyanates and α-thiocyanoketones using a silver-catalyzed procedure or under silver/gold relay catalysis is reported. These synthetically valuable organothiocyanates are accessed in high efficiency, and their derivatization into a variety of valuable sulfur-containing heterocycles and sulfides has also been demonstrated.
Reaction of alkynyl(phenyl)(p-phenylene)bisiodonium ditriflates with nucleophiles. High reactivity of the alkynyl component
Kitamura, Tsugio,Fukuoka, Takahiro,Zheng, Lei,Fujimoto, Takeshi,Taniguchi, Hiroshi,Fujiwara, Yuzo
, p. 2649 - 2654 (2007/10/03)
Reaction of alkynyl (p-phenylene) bisiodonium ditriflates with potassium thiocyanate in DMF gave alkynyl thiocyanates and p-iodophenyl (phenyl) iodonium triflate. The latter was readily removed by washing with water. The exclusive sulfur attack of thiocya
Syntheses of Organic N,N-Dialkyldithiocarbamates or Organic Thiocyanates from Organozincs and Corresponding Thio-Anions via the Inversion of Electronic Reactivity of the Anions with NCS-Oxidation
Takagi, Kentaro,Takachi, Hideaki,Sasaki, Ken
, p. 6552 - 6556 (2007/10/03)
Novel displacement of metal ions from organometallic compounds with nucleophilic reagents was achieved in the reaction between organozinc compounds and N,N-dialkyldithiocarbamate ions (N,N-DAD-) or thiocyanate ion by the assistance of NCS, whereby alkyl or aryl N,N-DAD or alkyl, alkenyl, alkynyl, aryl, or heteroaryl thiocyanates were obtained in moderate to excellent yields as the result of novel bond construction between carbon fragments from organozinc compounds and thio-anions.
A novel hypervalent iodine reagent prepared from o-iodosylbenzoic acid and trifluoromethanesulfonic acid preparation and reactions of alkynyl(o-carboxyphenyl)iodonium triflates
Kitamura, Tsugio,Nagata, Kensuke,Taniguchi, Hiroshi
, p. 1081 - 1084 (2007/10/02)
A hyervalent iodine reagent prepared from o-iodosylbenzoic acid and trifluoromethanesulfonic acid (TfOH) (1:2) showed a high reactivity toward aromatic substrates, giving aryl(o-carboxyphenyl)iodonium triflates in good to high yields. Treatment of the iodine reagent with 1-trimethylsilylalkynes afforded alkynyliodonium triflates bearing carboxy group in high yields. The alkynyliodonium triflates indicated a high efficiency as a Michael acceptor to nucleophiles and the o-carboxyphenyliodonio group behaved as a good leaving group.
Facile Synthesis of Organic Thiocyanates from Organozinc(II) Thiocyanates and N-chlorosuccinimide
Takagi, Kentaro,Takachi, Hideaki,Hayama, Naomi
, p. 509 - 510 (2007/10/02)
The reaction of organozinc(II) compounds, generated in situ from organolithiums and zinc(II) thiocyaniate, with N-chlorosuccinimide (NCS) afforded the corresponding organic thiocyanates in good yields.
