99858-37-4

Upstream product

• 15733-63-8 5-chloropentylbenzene 
• 593-71-5 Chloroiodomethane 
• 1462-75-5 3-phenylpropylmagnesium bromide 
• 14469-83-1 (5-bromopentyl)benzene 
• 10521-91-2 5-phenylpentan-1-ol 

Downstream Products

• 17337-06-3 nitrous acid-(5-phenyl-pentyl ester) 
• 328534-04-9 2-(5'-phenylpentyl)cyclopentanone 
• 802919-98-8 1,1-difluoro-6-phenylhexyl phenyl sulfone 
• 123455-90-3 1,1-difluoro-6-phenyl-1-hexene 
• 7726-45-6 5-phenylvaleronitrile 
• 16387-61-4 6-phenylhexanal 
• 1265087-24-8 3-(phenylsulfanyl)-1-(5-phenylpentyl)quinolin-1-ium iodide 
• 1268525-94-5 3-(4-chlorophenylamino)-1-(5-phenylpentyl)quinolinium iodide 
• 147188-32-7 5-phenylpentane-1-sulfonyl chloride 
• 1404225-73-5 C₁₁H₁₅FO₂S 
• 1299398-75-6 3-(3-methoxyphenylsulfanyl)-1-(5-phenylpentyl)quinolin-1-ium iodide 
• 1299398-90-5 3-(2-methylphenylsulfanyl)-1-(5-phenylpentyl)quinolin-1-ium iodide 
• 1299398-88-1 3-(4-trifluoromethylphenylsulfanyl)-1-(5-phenylpentyl)quinolin-1-ium iodide 
• 1299398-86-9 3-(3-trifluoromethylphenylsulfanyl)-1-(5-phenylpentyl)quinolinium iodide 

Relevant academic research and scientific papers

Fluorination Triggers Fluoroalkylation: Nucleophilic Perfluoro-tert-butylation with 1,1-Dibromo-2,2-bis(trifluoromethyl)ethylene (DBBF) and CsF

Perfluoro-tert-butylation reaction has long remained a challenging task. We now report the use of 1,1-dibromo-2,2-bis(trifluoromethyl)ethylene (DBBF) as a practical reagent for perfluoro-tert-butylation reactions for the first time. Through a consecutive triple-fluorination process with DBBF and CsF, the (CF3)3C? species can be liberated and observed, which is able to serve as a robust nucleophilic perfluoro-tert-butylating agent for various electrophiles. The power of this synthetic protocol is evidenced by the efficient synthesis of structurally diverse perfluoro-tert-butylated molecules. Multiple applications demonstrate the practicability of this method, as well as the superiority of perfluoro-tert-butylated compounds as sensitive probes. The perfluoro-tert-butylated product was successfully applied in 1H- and 19F-magnetic resonance imaging (MRI) experiment with an ultra-low field (ULF) MRI system.

Fenton-Inspired C-H Functionalization: Peroxide-Directed C-H Thioetherification

Substoichiometric iron mediates the thioetherification of unactivated aliphatic C-H bonds directed by resident silylperoxides. Upon exposure to a catalytic amount of iron(II) triflate, TIPS-protected peroxides bearing primary, secondary, and tertiary C-H sites undergo chemoselective thioetherification of remote C-H bonds with diaryl disulfides. The reaction demonstrates a broad substrate scope and functional group tolerance without the use of any noble metal additives. Mechanistic experiments suggest that the reaction proceeds through 1,5-H atom abstraction by a hydroxyl radical generated with iron.

Electrophilic Iron Catalyst Paired with a Lithium Cation Enables Selective Functionalization of Non-Activated Aliphatic C?H Bonds via Metallocarbene Intermediates

Combining an electrophilic iron complex [Fe(Fpda)(THF)]2 (3) [Fpda=N,N′-bis(pentafluorophenyl)-o-phenylenediamide] with the pre-activation of α-alkyl-substituted α-diazoesters reagents by LiAl(ORF)4 [ORF=(OC(CF3)3] provides unprecedented access to selective iron-catalyzed intramolecular functionalization of strong alkyl C(sp3)?H bonds. Reactions occur at 25 °C via α-alkyl-metallocarbene intermediates, and with activity/selectivity levels similar to those of rhodium carboxylate catalysts. Mechanistic investigations reveal a crucial role of the lithium cation in the rate-determining formation of the electrophilic iron-carbene intermediate, which then proceeds by concerted insertion into the C?H bond.

Sulfonyl fluoride inhibitors of fatty acid amide hydrolase

Sulfonyl fluorides are known to inhibit esterases. Early work from our laboratory has identified hexadecyl sulfonylfluoride (AM374) as a potent in vitro and in vivo inhibitor of fatty acid amide hydrolase (FAAH). We now report on later generation sulfonyl

Halogenation of primary alcohols using a tetraethylammonium halide/[Et 2NSF2]BF4 combination

The halogenation of primary alcohols is presented. The use of a combination of tetraethylammonium halide and [Et2NSF2]BF4 (XtalFluor-E) allows for chlorination and bromination reactions to proceed efficiently (up to 92% yield) with a wide range of alcohols. Iodination reactions are also possible albeit in lower yields.

3-SUBSTITUTED QUINOLINIUM AND 7H-INDOLO[2,3-c]QUINOLINIUM SALTS AS NEW ANTIINFECTIVES

The present invention relates to quinolinium antiinfective agents in which the qunolinium nucleus is fused to an indole ring or the qunolinium nucleus is linked to a cyclic structure through an opened indole or a benzothiophene or benzofuran ring. The compound is further substituted with various substituent groups. The compounds are represented by formula (I), (II) and (III): Pharmaceutical compositions and methods of use are also included.

One-carbon extrusion from a tetraazafulvalene. Isolation of aldehydes and a study of their origin

Reaction of imidazolylidene-derived enetetramine 2 with aliphatic iodides and bromides (and with aryl iodides bearing alkene-containing side-chains in the ortho-position) leads to formation of aliphatic aldehydes through an unprecedented extrusion of a one-carbon unit from the enetetramine. An intermediate 2-alkylimidazoline 24 is proposed, where the alkyl group derives from the substrate; this imidazoline undergoes further reaction in situ to afford the observed aldehydes on acidic workup. Modifiedsubstrates were designed and prepared to probe the chemistry of the alk ylimidazoline adducts and provided extensive information on the chemistry of the adducts.

Antifungal and antiparasitic indoloquinoline derivates

A compound having the formula: wherein: R is an electron withdrawing or electron donating moiety; R5 and R10 may be the same or different and are a straight or branched 1-5 carbon or heteroatom chain substituted terminally by a cycloalkyl or aromatic ring, or other structural isomer or complex thereof; n is the position of substitution of R; Z is N—R10, O, S, S═O, CH2 or C═O; y is 1-5 and Q is Z or NH, with the proviso that, where Z is NH, N—CH3, S or O and Rn is H, R5 may not be CH3; as well as quaternary ammonium salts thereof and their use as pharmacological compositions and for methods of treatment.

Bicyclic fibrinogen antagonists

PCT No. PCT/US95/00248 Sec. 371 Date Jul. 3, 1996 Sec. 102(e) Date Jul. 3, 1996 PCT Filed Jan. 9, 1995 PCT Pub. No. WO96/18619 PCT Pub. Date Jul. 13, 1995Certain compounds within formula (I) are inhibitors of platelet aggregation: wherein A1 is NH or CH2;

One-pot, one- and multi-carbon homologation of alkyl halides; reaction of Grignard reagents with chloroiodomethane

Reaction of a Grignard reagent (RMgX) with chloroiodomethane affords the corresponding iodide (RI) and, depending on R, solvent and temperature, iodides which are one-carbon and multicarbon homologs of RX. Allyl iodide but not allyl bromide can be monohomologated by the combined action of chloroiodomethane and isopropyl Grignard.