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Water-Promoted Chlorination of 2-Mercaptobenzothiazoles
10.1055/s-0036-1591553 2018-04-09 Substituted benzothiazoles play an important role in medicinal chemistry due to their pharmacological properties. Their 2-substituted derivatives are often prepared from 2-chlorobenzothiazoles, which in turn can be synthesized from the 2-mercapto precursor us... |
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Safe and Metal-Free Synthesis of 1-Alkenyl Aryl Sulfides and Their Sulfones from Thiiranes and Diaryliodonium Salts
10.1055/s-0036-1591559 2018-04-04 A series of 1-alkenyl aryl sulfides was synthesized from thiiranes and diaryliodonium salts in tetrahydrofuran in the presence of potassium tert-butoxide. The proposed reaction mechanism involves generation of benzynes from the diaryliodonium salts in the pre... |
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An Efficient Oxidation of Sulfides to Sulfones with Urea–Hydrogen Peroxide in the Presence of Phthalic Anhydride in Ethyl Acetate
10.1055/s-0037-1609446 2018-04-04 A metal-free, environmentally benign oxidation of substituted sulfides directly to their corresponding sulfones is described. Using urea-hydrogen peroxide and phthalic anhydride in ethyl acetate clean conversion into the sulfone was achieved without observati... |
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Iodine-Catalyzed Oxidative Cross-Dehydrogenative Coupling of Quinoxalinones and Indoles: Synthesis of 3-(Indol-2-yl)quinoxalin-2-one under Mild and Ambient Conditions
10.1055/s-0037-1609445 2018-04-04 A highly efficient iodine-catalyzed oxidative cross-dehydrogenative coupling reaction of quinoxalinones and indoles has been developed. Without the requirement of peroxide and acid, this reaction utilizes a catalytic amount of molecular iodine to facilitate t... |
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Diels–Alder Reactions of 1,2-Dihydropyridines: An Efficient Tool for the Synthesis of Isoquinuclidines
10.1055/s-0037-1609418 2018-04-04 The Diels–Alder reaction of 1,2-dihydropyridines with different dienophiles is a well-established and straightforward method for the synthesis of isoquinuclidines. Nevertheless, the enantioselective preparation of isoquinuclidines using organocatalysts or org... |
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Bromine Cation Initiated vic-Diphosphination of Styrenes with Diphosphines under Photoredox Catalysis
10.1055/s-0037-1609447 2018-04-04 An N-bromosuccinimide (NBS)-initiated vic-diphosphination of styrenes with diphosphines proceeds under visible-light-promoted Ir(ppy)3 photoredox catalysis to deliver the corresponding 1,2-diphosphinoethane derivatives in good yields. The NBS is a bromine cat... |
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One-Step O-Demethyl-Decarboxylation of ortho-Methoxy Aromatic Carboxylic Acids
10.1055/s-0036-1591912 2018-04-03 A highly selective decarboxydemethylation of o-methoxyarenecarboxylic acids is described. The reaction takes place in DMPU at 170 °C in the presence of TMEDA and iron powder. A similar reaction has not been reported until now. |
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An Aniline-Mediated Regioselective Synthesis of Quinoxalin-2-ones via the Condensation of α-Ketimine Esters with 2-Aminoanilines
10.1055/s-0037-1609345 2018-04-03 A highly regioselective method for the condensation of α-ketimine esters with 2-aminoanilines for the construction of quinoxalin-2-one derivatives is described. The substrate scope with 2-aminoaniline derivatives and different α-keto esters is explored with y... |
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Synthesis of 2-Azabicyclo[n.2.0]alkane-Derived Building Blocks
10.1055/s-0037-1609434 2018-03-29 An approach to 2-azabicyclo[n.2.0]alkane derivatives (n = 1, 2), which relies on a tandem Strecker reaction–intramolecular nucleophilic cyclization (STRINC) sequence of the corresponding 2-(ω-chloroalkyl)cyclobutanones (in turn prepared by [2+2] cycloaddition... |
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Recent Advances in Water-Tolerance in Frustrated Lewis Pair Chemistry
10.1055/s-0037-1609843 2018-03-29 A water-tolerant frustrated Lewis pair (FLP) combines a sterically encumbered Lewis acid and Lewis base that in synergy are able to activate small molecules even in the presence of water. The main challenge introduced by water comes from its reversible coordi... |