203-84-9Relevant academic research and scientific papers
Solvent-free synthesis of cyclic ethers from dihalo compounds in the presence of alumina
Mihara, Masatoshi,Ishino, Yoshio,Minakata, Satoshi,Komatsu, Mitsuo
, p. 1526 - 1528 (2002)
Facile synthesis of cyclic ethers from dihalo compounds on alumina has been accomplished in good yields. The reactions proceeded smoothly both in refluxing hexane and by microwave irradiation in the absence of solvent. In addition to being an organic-solvent-free operation, it also entails a short reaction time.
Merging Photoredox with Br?nsted Acid Catalysis: The Cross-Dehydrogenative C?O Coupling for sp3 C?H Bond Peroxidation
Xia, Qing,Wang, Qiang,Yan, Changcun,Dong, Jianyang,Song, Hongjian,Li, Ling,Liu, Yuxiu,Wang, Qingmin,Liu, Xiangming,Song, Haibin
supporting information, p. 10871 - 10877 (2017/08/18)
A photoredox and Br?nsted acid synergistically catalyzed cross-dehydrogenative C?O coupling reaction is developed in which isochroman peroxyacetals are formed through sp3 C?H bond peroxidation. The reported method is characterized by its extremely mild reaction conditions, excellent yields, and broad substrate scope. An oxocarbenium ion p-chlorobenzenesulfonate was speculated to be the reactive intermediate. The role of hemiacetals and oxygenated dimers on the effective stabilization of the oxocarbenium ion was investigated; the presence of acid appeared to establish equilibrium between hemiacetals and oxygenated dimers with the oxocarbenium ion pairs. The broad applicability of the method highlights the potential of the protocol for molecule synthesis.
HETEROCYCLIC COMPOUNDS AND METHODS OF USE THEREOF
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Paragraph 00336; 00393, (2014/07/21)
Provided herein are heterocyclyl compounds, methods of their synthesis, pharmaceutical compositions comprising the compounds, and methods of their use. The compounds provided herein are useful for the treatment, prevention, and/or management of various neurological disorders, including but not limited to, psychosis and schizophrenia.
METHODS FOR THE TREATMENT OF ALCOHOL ABUSE, ADDICTION AND DEPENDENCY
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Page/Page column 17, (2008/12/06)
The present invention is directed to methods for the treatment of alcohol abuse, addiction and / or dependency, alone and in combination with one or more anti-addiction agents.
HYDROXY ALKYL SUBSTITUTED 1,3,8-TRIAZASPIRO[4.5]DECAN-4-ONE DERIVATIVES USEFUL FOR THE TREATMENT OF ORL-1 RECEPTOR MEDIATED DISORDERS
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Page 177-178, (2008/06/13)
The present invention is directed to novel hydroxy alkyl substituted 1, 3, 8-triazaspiro[4.5]decan-4-one derivatives of the general formula: wherein all variables are as defined herein, useful in the treatment of disorders and conditions mediated by the ORL-1 G-protein coupled receptor. More particularly, the compounds of the present invention are useful in the treatment of disorders and conditions such as anxiety, depression, panic, dementia, mania, bipolar disorder, substance abuse, neuropathic pain, acute pain, chronic pain migraine, asthma, cough, psychosis, schizophrenia, epilepsy, hypertension, obesity, eating disorders, cravings, diabetes, cardiac arrhythmia, irritable bowel syndrome, Crohn's disease, urinary incontinence, adrenal disorders, attention deficit disorder (ADD), attention deficit hyperactivity disorder (ADHD), Alzheimer's disease, for improved cognition or memory and for mood stabilization.
Reductive cleavage of benzannelated cyclic ethers and amines: Synthetic applications
Azzena, Ugo,Demartis, Salvatore,Pilo, Luciano,Piras, Elisabetta
, p. 8375 - 8382 (2007/10/03)
Reduction of symmetrical intramolecular diarylmethyl ethers (3a and 8a) and amines (3b and 8b) with alkali metals in THF allows the generation of unsymmetrical oxy- or amino-functionalised arylmethyl organometallics. Such intermediates were successfully trapped with various electrophiles, allowing a new access to unsymmetrically 2,2'-disubstituted-1,1'-biaryls (5aa-5bf) and 1,8-disubstituted naphthalenes (10aa-10be). (C) 2000 Elsevier Science Ltd.
Synthetic approaches to the hypothetical lactone intermediate in the pyrolytic conversion of 8-methylcyclobuta[a]naphthalene-1,2-dione into acenaphthylene
Brown, Roger F.C.,Eastwood, Frank W.,Wong, Neil R.
, p. 793 - 800 (2007/10/03)
Synthetic approaches to the hypothetical lactone intermediate 8,8a-dihydro-2H-acenaphtho[1,8-bc]furan-2-one (2) based on intramolcular Diels-Alder reaction, and on intramolecular alkylation by diazoacetate groups, were not useful. Generation and pyrolysis of the 9-diazomethylnaphtho[1,2-c]furan-3(1H)-one (19) derived from the corresponding 9-formyl compound (15) gave products including acenaphthylene, consistent with the intermediacy of the lactone (2).
Oxygen Transfer by Dialkylperoxonium Ions
Bloodworth, A. J.,Melvin, T.,Mitchell, John C.
, p. 2612 - 2613 (2007/10/02)
Oxygen-transfer from dialkylperoxonium ions R2O+OH has been demonstrated for three such species, where R2 is a hydrocarbon chain or ring, by oxidation of several dialkyl sulfoxides, methyl phenyl sulfide, and the succinimide anion, with concurrent formation of the corresponding cyclic or bicyclic ether R2O.
EVIDENCE FOR THE EXISTENCE OF PEROXONIUM INTERMEDIATES
Mitchell, John C.,Heaton, Simon,Porter, Ned A.
, p. 3769 - 3772 (2007/10/02)
Low temperature 1H and 2H nmr are consistent with the presence of peroxonium intermediates in the intramolecular alkylation of two different bromoperoxides.In one case decomposition of this peroxonium intermediate results in unusual heterolytic oxygen-oxygen bond cleavage and methyl migration.
Ramberg-Baecklund Reaction of 1,3-Dibromo-1H,3H-naphthothiopyran 2,2-Dioxide. Formation of Acenaphthyne Intermediate
Nakayama, Juzo,Ohshima, Etsuo,Ishii, Akihiko,Hoshino, Masamatsu
, p. 60 - 65 (2007/10/02)
Radical bromination of 1H,3H-naphthothiopyran 2,2-dioxide (15) gave the corresponding monobromo sulfone 16 (48percent), dibromo sulfone 12 (43percent; cis/trans = 64/36), and tribromo sulfone 17 (5percent).Ramberg-Baecklund reaction of 12 was investigated under a variety of coditions with expectation of the formation of thiirene dioxide 11 from which generation of acenaphthyne (5) would be expected both thermally and photochemically.Observed characteristic features of the reaction are as follows: (i) the use of triethylamine as base yielded 1-bromo-acenaphthylene (20; 39percent) and debrominated products 15 (5percent) and 16 (9percent); (ii) the use of sodium methoxide as base afforded decacyclene (3) surprisingly, though in a trace amount, in addition to 20 (75percent) and acenaphthylene (18; 9percent); (iii) the use of potassium tert-butoxide as base gave an improved yield of 3 (5percent) along with 20 (36percent) and 18 (27percent).The formation of 3 may best be rationalized by assuming the generation of acenaphthyne intermediate 5 from 11 by loss of sulfur dioxide.
