33192-00-6Relevant academic research and scientific papers
Catalytic Asymmetric [4 + 1] Annulation of Sulfur Ylides with Copper-Allenylidene Intermediates
Wang, Qiang,Li, Tian-Ren,Lu, Liang-Qiu,Li, Miao-Miao,Zhang, Kai,Xiao, Wen-Jing
supporting information, p. 8360 - 8363 (2016/07/27)
The first copper-catalyzed asymmetric decarboxylative [4 + 1] cycloaddition of propargylic carbamates and sulfur ylides was successfully developed. This strategy led to a series of chiral indolines with synthetically flexible alkyne groups in good yields and with high enantio- and diastereoselectivities (up to 99% yield, 98% ee, and >95:5 dr). A possible mechanism and stereoinduction mode with copper-allenylidenes were proposed as the possible dipolar intermediate.
One-pot preparation of arylethynyl sulfides and bis(arylethynyl) sulfides
Su, Qiong,Zhao, Zi-Jian,Xu, Feng,Lou, Peng-Cai,Zhang, Kai,Xie, De-Xun,Shi, Lei,Cai, Qing-Yun,Peng, Zhi-Hong,An, De-Lie
, p. 1551 - 1557 (2013/04/23)
An efficient preparation for arylethynyl sulfides 1 and bis(arylethynyl) sulfides 2 has been accomplished through a one-pot, three-step strategy that starts from arylethanonyl sulfides and bis(arylethanonyl) sulfides, respectively, without the use of various terminal arylacetylenes as substrates. When lithium hexamethyldisilazane (LHMDS), ClP(O)(OEt)2, and LHMDS were sequentially added to a tetrahydrofuran solution of different substrates [arylethanonyl sulfides or bis(arylethanonyl) sulfides], 1 or 2 were obtained in moderate to good yields. The reaction procedure involves the formation of an enol phosphate and a subsequent base-induced elimination. An efficient preparation of arylethynyl sulfides 1 and bis(arylethynyl) sulfides 2 has been accomplished by a one-pot, three-step strategy that starts from arylethanonyl sulfides and bis(arylethanonyl) sulfides, respectively, to give 1 and 2 in moderate to good yields. The reaction mechanism involves the formation of an enol phosphate that undergoes a subsequent base-induced elimination. Copyright
Gold-catalyzed carbene transfer to alkynes: Access to 2,4-disubstituted furans
Kramer, Soren,Skrydstrup, Troels
supporting information; experimental part, p. 4681 - 4684 (2012/06/30)
Furans of gold: The first example of a gold-catalyzed intermolecular addition of carbon ylides to terminal alkynes is reported (see scheme; DCE=dichloroethane, Tf=trifluoromethanesulfonyl). Subsequent intramolecular trapping of the generated gold carbene completes a formal [3+2] cycloaddition, which represents a novel synthesis of 2,4-disubstituted furans. Copyright
Selective one-pot multicomponent synthesis and anti-tubercular evaluation of 5-(aryl/cyclohexylsulfanyl)-2-alkoxy-4,6-diarylnicotinonitriles
Manikannan, Ramaiyan,Muthusubramanian, Shanmugam,Yogeeswari, Perumal,Sriram, Dharmarajan
supporting information; experimental part, p. 3352 - 3355 (2010/08/07)
A new set of highly substituted pyridine derivatives has been synthesized by a product selective four component reaction of aryl aldehyde, malononitrile and 2-aryl/cyclohexylsulfanyl-1-aryl-1-ethanones in presence of sodium hydroxide in methyl/ethyl alcoh
Pyrazole derivatives from azines of substituted phenacyl aryl/cyclohexyl sulfides and their antimycobacterial activity
Manikannan, Ramaiyan,Venkatesan, Ramaiyan,Muthusubramanian, Shanmugam,Yogeeswari, Perumal,Sriram, Dharmarajan
supporting information; experimental part, p. 6920 - 6924 (2011/02/22)
Azines derived from substituted phenacyl aryl/cyclohexyl sulfide on treatment with excess phosphorous oxychloride in N,N-dimethylformamide have been found to yield two isomeric pyrazoles in each case. A plausible mechanism has been suggested for the forma
Novel and efficient insertions of carbons carrying O-, S-, and N-Linked substituents: Synthesis of α-alkoxyalkyl, α-(Alkylthio)alkyl, and α-(Carbazol-9-yl)alkyl ketones
Katritzky, Alan R.,Xie, Linghong,Serdyuk, Larisa
, p. 7564 - 7570 (2007/10/03)
A wide variety of benzotriazolyl-stabilized anions 2, obtained by the lithiation of 1-(α-alkoxyalkyl)-, 1-[α-(alkylthio)alkyl]-, and 1-[α-(carbazol-9-yl)alkyl]benzotriazoles 1, on reaction with aliphatic and aromatic aldehydes and ketones, followed by rearrangement induced by heating in the presence of zinc bromide, furnish one-carbon-homologated α-alkoxyalkyl, α-(alkylthio)alkyl, and α-(carbazol-9-yl)alkyl ketones 4 in simple one-pot operations in good yields with excellent regioselectivity. In several alkoxymethylene insertions, intermediate 2-alkoxyoxiranes were separated in good yields, demonstrating the epoxide mechanism for the rearrangements and providing a facile approach to poly substituted 2-alkoxyoxiranes, another class of important compounds.
Synthesis Using Pyridinium Anhydrobases. Preparation of Indolizine Derivatives
Molina, P.,Fresneda, P. M.,Lajara, M. C.
, p. 113 - 119 (2007/10/02)
A number of derivatives of indolizine ring system have been prepared from 1-substituted 4,6-diphenyl-2-phenacylidene-1,2-dihydropyridines either by metallation with LDA or acylation and further basic treatment.Similarly, 1-arylmethyl-4,6-diphenyl-2-dicyanomethylene-1,2-dihydropyridines by action of LDA undergo cyclization to the corresponding 2-amino-1-cyano-3-aryl indolizinies.
2-Phenyl-3-aroylbenzothiophenes useful as antifertility agents
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, (2008/06/13)
Derivatives of 2-phenyl-3-aroylbenzothiophenes and 2-phenyl-3-aroylbenzothiophene-1-oxides are useful as antifertility agents. Certain of these compounds also are useful in suppressing the growth of mammary tumors.
