Nonane Research Articles

Synthesis and Transformations of 1,3,5,7-Tetraazabicyclo[3.3.1]nonanes

Published data on the synthesis of 3,5-disubstituted 1,3,5,7-tetraazabicyclo[3.3.1]nonanes and their transformations into 1,3,5,7-tetraazacyclooctanes and 1,3,5-triazacyclohexanes are discussed.

Formation of Hydrindans and Tricyclo[4.3.0.03,8]nonanes via 6-Endo Trapping of the Nazarov Oxyallyl Intermediate

Formation of Hydrindans and Tricyclo[4.3.0.0^3,8]nonanes via 6-Endo Trapping of the Nazarov Oxyallyl Intermediate

Dimethyldioxirane oxidations of some cyclopropanes

Phenylcyclopropanes and halo-phenyl-substituted cyclopropanes do not react with dimethyldioxirane. Bicyclo[4.1.0]heptane ( 4), however, is oxidized by this reagent to the 2-ketone ( 5). Bicyclo[6.1.0]nonane ( 6) gives all three possile ketones ( 7 – 9). Even exo-9-bromobicyclo[6.1.0]nonane ( 10) can be converted by dimethyldioxirane to a ketone to which structure 11 is assigned.

Synthesis of bisaramil labelled with carbon‐14 and deuterium

Abstract[6,8‐14C2]‐Bisaramil: 3‐methyl‐7‐ethyl‐9α‐(4‐chlorobenzoyloxy)‐3,7‐diazabicyclo/3.3.1./nonane‐[6,8‐14C2] monohydrochloride and [7‐N‐D5‐ethyl]‐Bisaramil: 3‐methyl‐7‐[D5‐ethyl]‐9α‐(4‐chlorobenzoyloxy)‐3,7‐diazabicyclo/3.3.1./nonane monohydrochloride were synthesized in four steps from 14CO2 (6% overall yield) and in six steps from [D6]‐ethanol (4% overall yield), respectively.

Reaction of 3-formyl-2-methoxy-1,6-dioxaspiro[4.4]nonanes with 3-amino-1,2,4-triazole: synthesis of 2-(1,2,4-triazolo[1,5-a]pyrimid-6-yl)methylenetetrahydrofurans

The reaction of 3-formyl-2-methoxy-1,6-dioxaspiro[4.4]nonanes with 3-amino-1,2,4-triazole gives 2-(1,2,4-triazolo[1,5-a]pyrimid-6-yl)methylenetetrahydrofurans in 51–65% yields.

9-Borabicyclo[3.3.1]nonane induced fragmentation of 2-azanorbornenes: A formal bora-aza retro ene reaction

N-Substituted 2-azanorbornenes undergo a 9-borabicyclo [3.3.1]nonane induced fragmentation in tetrahydrofuran giving rise to cyclopentenylmethyl amines (cf 3 and 5).

Structure of 6,6-dimethyl-1-phenyl-7-thiatricyclo[3.2.1.13,8]nonane 7,7-dioxide

Structure of 6,6-dimethyl-1-phenyl-7-thiatricyclo[3.2.1.13,8]nonane 7,7-dioxide

ChemInform Abstract: Synthesis of 9,9‐Dimethyl‐2‐oxa‐bicyclo(3.3.1)nonane

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Selective 1,4-Hydroboration of Phenyl 1-Alkenyl Ketones with 9-Borabicyclo [3.3.1]nonane and Catecholborane Forming Boron (Z)-Enolates

Selective 1,4-Hydroboration of Phenyl 1-Alkenyl Ketones with 9-Borabicyclo [3.3.1]nonane and Catecholborane Forming Boron (Z)-Enolates

Selective 1,4-Hydroboration of Phenyl 1-Alkenyl Ketones with 9-Borabicyclo [3.3.1]nonane and Catecholborane Forming Boron (Z)-Enolates

Selective 1,4-Hydroboration of Phenyl 1-Alkenyl Ketones with 9-Borabicyclo [3.3.1]nonane and Catecholborane Forming Boron (<i>Z</i>)-Enolates

Synthesis of Unsymmetrical Azabicyclo[3.3.1]nonane Structures with Different Heteroatoms

13-Substituted 11-tosyl-11,12-dihydro-6,12-imino-6H-dibenzo[b,f][1,5]thiazocines have been prepared for the first time by the reaction of 5-nitrothiosalicylaldehyde with imines of ortho/tosylaminobenzaldehyde.

The synthesis of substituted 3-oxabicyclo [3:3:1]nonanes and 3-oxabicyclo- [3.3.1]NON-6-ENES

A variant of the enamine-mediated route to 2-amino substituted bicyclo[3.3.1]nones has been developed for the synthesis of3-oxabicyclo[3.3.1]nonanes and3-oxabicyclo[3.3.l]non-6-enes.

ChemInform Abstract: Reaction of p‐Cresol (I) with 3,7‐Dimethylenebicyclo(3.3.1)nonane (II) in the Presence of Aluminum p‐Cresolate.

ChemInform Abstract: Reaction of p‐Cresol (I) with 3,7‐Dimethylenebicyclo(3.3.1)nonane (II) in the Presence of Aluminum p‐Cresolate.

Studies in the Formation of Oxidoles from Their Indolozabicyclo[3.3.1]nonane Counterparts and Implications for the Biogenesis of Alstonisine

Studies in the Formation of Oxidoles from Their Indolozabicyclo[3.3.1]nonane Counterparts and Implications for the Biogenesis of Alstonisine

ChemInform Abstract: N,N′‐Acylated 2,4‐Diazabicyclo(3.3.1)nonanes and 2,4‐Diazabicyclo‐(3.2.1)octanes from Alicyclic Bisazomethines.

AbstractBenzoylation of the bis(azomethines) (I) predominantly gives the bis‐(benzoylamino) derivatives (III).

ChemInform Abstract: Functionalized 2‐Azabicyclo(3.3.1)nonanes. Part 8. A New Synthesis of 5‐Phenylmorphans.

AbstractThe azabicyclononanes (V) are prepared as shown.

N,N?-Acylated 2,4-diazabicyclo[3.3.1]nonanes and 2,4-diazabicyclo [3.2.1]octanes from alicyglic bisazomethines

Benzoylation of bisazomethine derivatives of 1,3-diaminocyclohexane and 1,3-diamino-cyclopentane has given 3-aryl-2,4-dibenzoyl-2,4-diazabicyclo13.3.1]-nonanes and 3-aryl-2,4-dibenzoyl-2,4-diazabicyclo[3.2.1]octanes.

Exceptionally Facile Reduction of Carboxylic Acid Salts to Aldehydes by 9-Borabicyclo[3.3.1]nonane

Reduction des sels de lithium et de sodium d'acides alcanoiques et d'acides benzoiques en les aldehydes correspondants

Isomeric Borabicyclo[4.3.0]nonanes from Bis(9‐borabicyclo[3.3.1]nonane) by Gas‐Phase Pyrolysis

The gas-phase pyrolysis of bis(9-borabicyclo[3.3.1]nonane) (1)2 has been studied in the range of 400 −620°C. At 490°C approximately equal amounts of 1-borabicyclo[4.3.0]nonane (2) and 8-borabicyclo[4.3.0]nonane (3) are formed (yield > 95%). Heating of 3 which persumably exists as the oligomer with mixed 1,1:2,2- and 1,2:1,2-diborane(6) structure 4, in the condensed phase to above 100°C results in the formation of the air and hydrolysis stable 5 with a 1,2:1,2-diborane(6) structure. The structure of 5 has been determined by X-ray analysis. The pyrolysis of 9-alkyl-9-borabicyclo[3.3.1]nonanes 6 [alkylethyl (6a), 1,2-dimethylpropyl (6b), and isopinocampheyl (6c) gives 2 and small amounts of (1)2. The formation of 2 (1)2 as well as 2 and (1)2 from 6 indicate that monomeric 9-borabicyclo[3.3.1]nonane 1 is an intermediate. Die zwischen 400 und 620°C untersuchte Pyrolyse des gasformigen Bis(9-borabicyclo[3.3.1]nonans) (1)2 liefer bei ca. 490°C in hohen Ausbeuten ( > 95%) 1-Borabicyclo[4.3.0]nonan (2) und 8-Borabicyclo[4.3.0]nonan (3), das vermutlich als Dimer (3)2 mit 1,1 2,2-Diboran(6)-Struktur bzw. als Oligomer 4 mit 1,1:2,2- sowie 1,2:1,2-Diboran-Struktur anfallt. (3)2 und 4 isomerisieren in kondensiertem Zustand oberhalb ca. 100°C zu den Luft- und Hydrolyse-resistenten Verbindungen 5 mit ausschlieslich 1,2:1,2-Diboran(6)-Struktur. Von 5 liegt eine Rontgenstrukturanalyse vor. Die Pyrolyse der 9-Alkyl-9-borabicyclo[3.3.1]nonane 6 [AlkylEthyl (6a). 1,2-Dimethylpropyl (6b) und Isopinocampheyl (6c)] liefert 2 sowie kleinere Anteile an (1)2. Sowohl die Bildung von 2 aus (1)2 als auch von 2 und (1)2 aus 6 weisen auf das Auftreten des monomeren 9-Borabicyclo[3.3.1]nonans 1 wahrend der Pyrolyse hin.

ChemInform Abstract: Synthesis and Properties of 1,6‐Dioxaspiro(4,4)nonane and Its Derivatives.

ChemInformVolume 18, Issue 13 Reviews ChemInform Abstract: Synthesis and Properties of 1,6-Dioxaspiro(4,4)nonane and Its Derivatives. L. YU. BREZHNEV, L. YU. BREZHNEV Inst. org. khimii im. Zelinskogo AN SSSR, Moskva 117913Search for more papers by this authorM. M. VARTANYAN, M. M. VARTANYAN Inst. org. khimii im. Zelinskogo AN SSSR, Moskva 117913Search for more papers by this authorT. YU. SOLOV'EVA, T. YU. SOLOV'EVA Inst. org. khimii im. Zelinskogo AN SSSR, Moskva 117913Search for more papers by this authorV. A. ZEFIROVA, V. A. ZEFIROVA Inst. org. khimii im. Zelinskogo AN SSSR, Moskva 117913Search for more papers by this authorN. P. KARZHAVINA, N. P. KARZHAVINA Inst. org. khimii im. Zelinskogo AN SSSR, Moskva 117913Search for more papers by this authorR. A. KARAKHANOV, R. A. KARAKHANOV Inst. org. khimii im. Zelinskogo AN SSSR, Moskva 117913Search for more papers by this author L. YU. BREZHNEV, L. YU. BREZHNEV Inst. org. khimii im. Zelinskogo AN SSSR, Moskva 117913Search for more papers by this authorM. M. VARTANYAN, M. M. VARTANYAN Inst. org. khimii im. Zelinskogo AN SSSR, Moskva 117913Search for more papers by this authorT. YU. SOLOV'EVA, T. YU. SOLOV'EVA Inst. org. khimii im. Zelinskogo AN SSSR, Moskva 117913Search for more papers by this authorV. A. ZEFIROVA, V. A. ZEFIROVA Inst. org. khimii im. Zelinskogo AN SSSR, Moskva 117913Search for more papers by this authorN. P. KARZHAVINA, N. P. KARZHAVINA Inst. org. khimii im. Zelinskogo AN SSSR, Moskva 117913Search for more papers by this authorR. A. KARAKHANOV, R. A. KARAKHANOV Inst. org. khimii im. Zelinskogo AN SSSR, Moskva 117913Search for more papers by this author First published: March 31, 1987 https://doi.org/10.1002/chin.198713397Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat No abstract is available for this article. Volume18, Issue13March 31, 1987 RelatedInformation