- Development of the "diverted Heck" Reaction for the Synthesis of Five-Membered Rings
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The "diverted Heck"reaction has been shown to be a potent method to synthesize cyclopropanes from electron-rich olefins and iodomethyl trifluoroborate. Nevertheless, it is not mechanistically limited to the three-membered rings. The synthesis of five-memb
- Breitwieser, Kevin,Chen, Peter
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supporting information
p. 776 - 782
(2021/04/06)
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- Preparation method of benzyl iodide and derivatives thereof
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The invention discloses a preparation method of benzyl iodide and derivatives thereof. The preparation method comprises the following steps: under the reduction action of sodium borohydride, a benzylalcohol compound shown as a formula I reacts with elemental iodine to obtain benzyl iodide shown as a formula II and derivatives thereof; in the formula I and the formula II, R represents one or moresubstituents on a benzene ring and is selected from at least one of aryl, substituted or unsubstituted alkyl, halogen and nitro. The preparation method of benzyl iodide and derivatives thereof is scientific and reasonable, sodium borohydride which is mild in reactivity, low in price and easily available is used as a reducing agent, and elemental iodine is convenient and easily available; in addition, the preparation method has the characteristics of simplicity and convenience in operation, high synthesis yield, easiness in product purification, environmental friendliness and the like.
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Paragraph 0059-0063
(2020/06/09)
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- Synthesis and evaluation of colletoic acid core derivatives
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Cortisol homeostasis has been linked to the pathogenesis of metabolic syndrome (MetS), since it stimulates hepatic gluconeogenesis and adipogenesis. MetS is classified as a constellation of health conditions that increase the risk of type 2 diabetes and cardiovascular disease. Intracellular cortisol levels are regulated by 11β-hydroxysteroid dehydrogenase (type 1 and type 2) in a tissue dependent manner. The type 1 enzyme (11β-HSD1) is widely expressed in glucocorticoid targeted tissues and is responsible for the conversion of cortisone to the active cortisol. Local reduction of cortisol regeneration presents a potential strategy for MetS treatment. Recently we disclosed the total synthesis of (+)-colletoic acid as a potent 11β-HSD1 inhibitor. Herein, we describe our improved processing chemistry for the synthesis of the colletoic acid core to access a diverse number of derivatives for evaluation against 11β-HSD1. The Evan's chiral auxiliary was utilized to construct the acyclic precursor 12 to afford the acorane core 9 using a modified Heck reaction in excellent chemical yields. The colletoic acid core derivatives showed modest activity against 11β-HSD1 and will serve for further biological evaluation.
- Ling, Taotao,Gautam, Lekh Nath,Griffith, Elizabeth,Das, Sourav,Lang, Walter,Shadrick, William R.,Shelat, Anang,Lee, Richard,Rivas, Fatima
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supporting information
p. 126 - 132
(2016/02/05)
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- Electron paramagnetic resonance spectroscopic characterization of α,2-and α,4-didehydrotoluene
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The elusive diradicals α,2-and α,4-didehydrotoluene 1 and 3, have been generated by photolysis of matrix-isolated 2-iodobenzyl iodide 7 and 4-iodobenzyl iodide 8, respectively. Diradical 3 could also be synthesized by flash vacuum thermolysis of 8, with s
- Neuhaus, Patrik,Henkel, Stefan,Sander, Wolfram
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experimental part
p. 1634 - 1637
(2011/09/15)
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- Synthetic applications of aryl radical building blocks for cyclisation onto azoles
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2-(2-Bromophenyl)ethyl groups have been used as building blocks in radical cyclisation reactions onto azoles to synthesise tri- and tetra-cyclic heterocycles. 2-(2-Bromophenyl)ethyl methanesulfonate was used to alkylate azoles (imidazoles, pyrroles, indol
- Allin, Steven M.,Bowman, W. Russell,Elsegood, Mark R.J.,McKee, Vickie,Karim, Rehana,Rahman, Shahzad S.
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p. 2689 - 2696
(2007/10/03)
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- Synthesis of medium-ring nitrogen heterocycles via palladium-catalyzed heteroannulation of 1, 2-dienes
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Seven-, eight-, and nine-membered-ring nitrogen heterocycles are readily prepared by the palladiumcatalyzed heteroannulation of a variety of 1, 2-dienes by a range of tosylamide- and amine-containing aryl and vinylic halides. The ease of ring formation is
- Larock, Richard C.,Tu, Chi,Pace, Paola
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p. 6859 - 6866
(2007/10/03)
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- A new route to the synthesis of bicyclo [3.3.2] nonene by radical cyclisation
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Radical-induced cyclisation to form 7-membered ring with bicyclic framework was achieved by tributyltin hydride (TBTH) and α, α'-azobis- (isobutyronitrile) (AIBN).
- Duffault, Jean-Marc,Tellier, Frederique
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p. 2467 - 2481
(2007/10/03)
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- Strategy for a seven-membered ring closure with bicyclic framework
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Radical-induced cyclisations to form 7-membered rings with bicyclic framework were achieved by tributyltin hydride (TBTH) and α,α′-azobis(isobutyronitrile) (AIBN).
- Duffault, Jean-Marc
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- Synthesis and Reactions of 1,6-Dithiocyanato- and 1,6-Diiodo-1,3,5-cycloheptatrienes
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Photoreactions of benzocyclopropene (1) wiyh thiocyanogen and iodine afforded 1,6-dithiocyanato- (4) and 1,6-diiodocycloheptatriene (7), respectively, in good yields, whereas thermal reactions gave 2-thiocyanatobenzyl thiocyanate (5) and 2-thiocyanatobenz
- Okazaki, Renji,O-oka, Masaharu,Tokitoh, Norihiro,Inamoto, Naoki
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p. 180 - 185
(2007/10/02)
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