Regio- and stereoselectivity in the hydrothiolation of alkynes with thiols presence a variety transition-metal catalysts is investigated detail. Among employed, RhCl(PPh3)3 exhibits excellent catalytic ability toward anti-Markovnikov addition (ArSH) to (RC⋮CH), which affords corresponding vinylic sulfides (trans-RCHCHSAr) regio- stereoselectively. The reaction may proceed by formation hydrorhodium sulfide species (H−[Rh]−SAr) probably via subsequent hydrorhodation provide vinylrhodium...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTPalladium-catalyzed addition and carbonylative of diaryl disulfides diselenides to terminal acetylenesHitoshi Kuniyasu, Akiya Ogawa, Shinichiro Miyazaki, Ilhyong Ryu, Nobuaki Kambe, Noboru SonodaCite this: J. Am. Chem. Soc. 1991, 113, 26, 9796–9803Publication Date (Print):December 1, 1991Publication History Published online1 May 2002Published inissue 1 December...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTThe first example of transition-metal-catalyzed addition aromatic thiols to acetylenesHitoshi Kuniyasu, Akiya Ogawa, Kenichiro Sato, Ilhyong Ryu, Nobuaki Kambe, and Noboru SonodaCite this: J. Am. Chem. Soc. 1992, 114, 14, 5902–5903Publication Date (Print):July 1, 1992Publication History Published online1 May 2002Published inissue 1 July 1992https://pubs.acs.org/doi/10.1021/ja00040a087https://doi.org/10.1021/ja00040a087research-articleACS...

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTBenzotrifluoride: A Useful Alternative Solvent for Organic Reactions Currently Conducted in Dichloromethane and Related SolventsAkiya Ogawa Dennis P. CurranView Author Information Department of Chemistry, University Pittsburgh, Pennsylvania 15260 Cite this: J. Org. Chem. 1997, 62, 3, 450–451Publication Date (Web):February 7, 1997Publication History Received31 October 1996Revised17 December 1996Published online7 February 1997Published inissue...

A variety of ferrocenes bearing podand dipeptide chains have been synthesized to form an ordered structure in both solid and solution states investigated by 1H NMR, FT-IR, CD, X-ray crystallographic analyses. Conformational enantiomerization through chirality organization was achieved the intramolecular hydrogen bondings between chains. The single-crystal determination ferrocene 2 (-D-Ala-D-Pro-OEt) revealed two C2-symmetric CO (Ala) NH (another Ala) each chain induce chirality-organized...

Dependent on the selection of light sources employed, photoinduced iodoperfluoroalkylation a variety unsaturated compounds takes place efficiently via radical mechanism. Upon irradiation with xenon lamp through Pyrex (hν >300 nm), terminal alkenes (R−CHCH2) and alkynes (R−C⋮CH) undergo perfluoroalkyl iodides (RF-I) regioselectively, providing R−CH(I)−CH2−RF R−C(I)CH−RF, respectively. In case allenes (R−CHCCH2), occurs selectively at double bond, giving corresponding β-perfluoroalkylated...

Compounds of the type Rli , with R PhC°C, PhCH 2 Ph, CH  CHCH alkyl, Me 3 SiCH OCH etc., can be generated in an indirect way by route shown below. In a one‐pot procedure, tellurides are formed directly from alkyl halides and tellurolates RTeLi. The procedure particularly valuable when conventional lithium‐halogen exchange is not possible. equation image

Tetrakis(triphenylphosphine)palladium(0) catalyzes the highly regioselective addition of phenyl thiocyanate (PhSCN) to terminal alkynes, which attains simultaneous introduction thio and cyano groups internal positions respectively. This reaction may proceed via oxidative PhSCN Pd(PPh3)4, forms Pd(SPh)(CN)(PPh3)2 as key intermediate.

Photoinduced reaction of o-ethenylaryl isocyanides with organic disulfides in the presence diphenyl ditellurides affords corresponding bisthiolated indole derivatives via a radical cyclization process. The can proceed at room temperature upon visible-light irradiation and exhibits good tolerance to functional groups. Several also be employed for this cyclization, are obtained selectively. In addition, photoinduced bis(2-aminophenyl) disulfide tetracyclic compounds one portion.

Upon photoirradiation of o-alkynylaryl isocyanides in the presence iodine, intramolecular cyclization proceeds to afford corresponding 2,4-diiodoquinolines good yields. 2,4-Diiodoquinolines can be employed transition metal-catalyzed cross-coupling reactions.

An efficient metal-free diboration of terminal alkynes is reported. In the presence a catalytic amount organosulfides under light, addition bis(pinacolato)diboron (B2pin2) to takes place efficiently produce corresponding double borylation products in good yields. Mechanistic studies indicate that this sulfide-catalyzed likely occurs by generation boryl-centered radical with aid light and sulfide, since such was detected reaction mixture electron spin resonance (ESR) spectroscopy. The present...

Despite the widespread use of transition-metal catalysts in organic synthesis, transition-metal-catalyzed reactions organosulfur compounds, which are known as catalyst poisons, have been difficult. In particular, addition compounds to unactivated alkenes remains a challenge. A novel gold-catalyzed hydrothiolation is presented, proceeds effectively give anti-Markovnikov-selective adducts good yields and regioselective manner.

The ferrocene bearing the podand dipeptide chains, Ala-Pro-OEt, which are aligned parallel in solution by two rigid intramolecular hydrogen bonds, manifests a novel helically ordered arrangement with one turn of 14.70 Å pitch height crystal packing possibly due to bonds (the N–H···OC distance is 2.06 Å) and hydrophobic interaction chains between nearest units 4.54 Å).

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTPhoto-initiated addition of diphenyl diselenide to acetylenesAkiya Ogawa, Hiroshi Yokoyama, Kazuyuki Teruyuki Masawaki, Nobuaki Kambe, and Noboru SonodaCite this: J. Org. Chem. 1991, 56, 19, 5721–5723Publication Date (Print):September 1, 1991Publication History Published online1 May 2002Published inissue 1 September 1991https://pubs.acs.org/doi/10.1021/jo00019a052https://doi.org/10.1021/jo00019a052research-articleACS PublicationsRequest reuse...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTThe first deoxygenative coupling of amides by an unprecedented samarium/samarium diiodide systemAkiya Ogawa, Noriaki Takami, Masahito Sekiguchi, Ilhyong Ryu, Nobuaki Kambe, and Noboru SonodaCite this: J. Am. Chem. Soc. 1992, 114, 22, 8729–8730Publication Date (Print):October 1, 1992Publication History Published online1 May 2002Published inissue 1 October...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTA new access to acyl- and aroyllithiums via lithium-tellurium exchangeTomoki Hiiro, Yoshiyuki Morita, Toru Inoue, Nobuaki Kambe, Akiya Ogawa, Ilhyong Ryu, Noboru SonodaCite this: J. Am. Chem. Soc. 1990, 112, 1, 455–457Publication Date (Print):January 1990Publication History Published online1 May 2002Published inissue 1 January 1990https://pubs.acs.org/doi/10.1021/ja00157a074https://doi.org/10.1021/ja00157a074research-articleACS PublicationsRequest...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTDirect conversion of aldehydes to seleno- and thioaldehydesMasahito. Segi, Tadashi. Nakajima, Sohei. Suga, Shinji. Murai, Ilhyong. Ryu, Akiya. Ogawa, Noboru. SonodaCite this: J. Am. Chem. Soc. 1988, 110, 6, 1976–1978Publication Date (Print):March 1, 1988Publication History Published online1 May 2002Published inissue 1 March 1988https://pubs.acs.org/doi/10.1021/ja00214a058https://doi.org/10.1021/ja00214a058research-articleACS PublicationsRequest...

The precise time of stroke onset during sleep is difficult to specify, but this has a considerable influence on circadian variations onset.To investigate in situations at onset--that is, the waking state or sleep--and their differences among subtypes.12,957 cases first-ever diagnosed from Iwate Stroke Registry between 1991 and 1996 by computed tomography magnetic resonance imaging were analysed. Circadian compared using number 2-h periods with relative risk for expected average 12 intervals...

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTHighly Regioselective Hydrothiocarboxylation of Acetylenes with Carbon Monoxide and Thiols Catalyzed by Pt(PPh3)4Akiya Ogawa, Jun-ichi Kawakami, Masatoshi Mihara, Takuma Ikeda, Noboru Sonoda, Toshikazu HiraoView Author Information Department Applied Chemistry Faculty Engineering, Osaka University Suita, 565, Japan Kansai 564, Cite this: J. Am. Chem. Soc. 1997, 119, 50, 12380–12381Publication Date (Web):December 17, 1997Publication History...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTA .beta.-metal ketone strategy. Reactions of siloxycyclopropanes with silver(I) tetrafluoroborate and copper(II) leading to 1,6-diketonesIlhyong Ryu, Masato Ando, Akiya Ogawa, Shinji Murai, Noboru SonodaCite this: J. Am. Chem. Soc. 1983, 105, 24, 7192–7194Publication Date (Print):November 1, 1983Publication History Published online1 May 2002Published inissue 1 November...

Upon treatment with (PhTe)(2) under visible-light irradiation, o-ethynylaryl isocyanides underwent intramolecular radical cyclization introduction of telluro groups, affording the corresponding bistellurated quinolines.