1024-38-0Relevant articles and documents
A strategy for the synthesis of 2,3-disubstituted indoles starting from N-(o-halophenyl)allenamides
Fuwa, Haruhiko,Sasaki, Makoto
, p. 2214 - 2218 (2007)
A strategy for the synthesis of 2,3-disubstituted indole derivatives based on an intramolecular carbopalladation-anion capture cascade has been developed, wherein construction of the pyrrole ring and functionalisation of the indole C2 and C3 positions wer
Trapping σ-Alkyl–Palladium(II) Intermediates with Arynes Encompassing Intramolecular C?H Activation: Spirobiaryls through Pd-Catalyzed Cascade Reactions
Pérez-Gómez, Marta,García-López, José-Antonio
, p. 14389 - 14393 (2016)
A palladium-catalyzed cascade reaction based on the trapping of transient alkyl–PdIIintermediates with arynes encompassing a C?H activation step has been developed. This synthetic pathway gives rise to hetero-spirocyclic scaffolds containing a biaryl motif, and opens up new synthetic strategies in the design of cascade reactions since it gathers several aspects of Pd chemistry, i.e., intra- and intermolecular carbopalladation of unsaturated species, C?H activation and C?C coupling processes.
Chiral Bifunctional Phosphine-Carboxylate Ligands for Palladium(0)-Catalyzed Enantioselective C?H Arylation
Yang, Lei,Neuburger, Markus,Baudoin, Olivier
, p. 1394 - 1398 (2018)
Previous enantioselective Pd0-catalyzed C?H activation reactions proceeding via the concerted metalation-deprotonation mechanism employed either a chiral ancillary ligand, a chiral base, or a bimolecular mixture thereof. This study describes th
Copper-catalyzed oxidative amination and allylic amination of alkenes
Liwosz, Timothy W.,Chemler, Sherry R.
, p. 12771 - 12777 (2013)
Enamines and enamides are useful synthetic intermediates and common components of bioactive compounds. A new protocol for their direct synthesis by a net alkene C-H amination and allylic amination by using catalytic Cu II in the presence of MnO2 is reported. Reactions between N-aryl sulfonamides and vinyl arenes furnish enamides, allylic amines, indoles, benzothiazine dioxides, and dibenzazepines directly and efficiently. Control experiments further showed that MnO2 alone can promote the reaction in the absence of a copper salt, albeit with lower efficiency. Mechanistic probes support the involvement of nitrogen-radical intermediates. This method is ideal for the synthesis of enamides from 1,1-disubstituted vinyl arenes, which are uncommon substrates in existing oxidative amination protocols. A new protocol for the direct synthesis of enamides and allylic amines by oxidative N-H/C-H coupling of N-sulfonylanilines with vinylarenes is presented. The reaction works in both inter- and intramolecular modes and is catalyzed by copper salts by using MnO2 as the stoichiometric oxidant (see scheme). Nitrogen heterocycles including indoles, benzothiazine dioxides, and dibenzazepines can be formed. Copyright
Indolocyclobutane skeleton compound, and synthesis method and application thereof
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Paragraph 0095-0098; 0111, (2021/07/08)
The invention discloses an indolocyclobutane skeleton compound as well as a synthesis method and application thereof. The indolocyclobutane skeleton compound comprises a compound with a structure as shown in a formula I or a formula II which is described
Synthesis, Characterization, and Reactivity of an Ethynyl Benziodoxolone (EBX)-Acetonitrile Complex
Yudasaka, Masaharu,Shimbo, Daisuke,Maruyama, Toshifumi,Tada, Norihiro,Itoh, Akichika
supporting information, p. 1098 - 1102 (2019/05/16)
The synthesis of a crystalline ethynyl-1,2-benziodoxol-3(1H)-one (EBX)-acetonitrile complex is described. EBX has been widely used as an active species for a variety of reactions; however, its high instability has so far prevented its isolation. The EBX-acetonitrile is self-assembled into a double-layered honeycomb structure through weak hypervalent iodine secondary interactions and hydrogen bonding. The N-ethynylation of a variety of sulfonamides using the EBX-acetonitrile complex as a substrate under mild conditions is also described.
