207992-40-3Relevant academic research and scientific papers
A Next-Generation Air-Stable Palladium(I) Dimer Enables Olefin Migration and Selective C?C Coupling in Air
Kundu, Gourab,Rissanen, Kari,Schoenebeck, Franziska,Sperger, Theresa
supporting information, p. 21930 - 21934 (2020/10/02)
We report a new air-stable PdI dimer, [Pd(μ-I)(PCy2tBu)]2, which triggers E-selective olefin migration to enamides and styrene derivatives in the presence of multiple functional groups and with complete tolerance of air. The same dimer also triggers extremely rapid C?C coupling (alkylation and arylation) at room temperature in a modular and triply selective fashion of aromatic C?Br, C?OTf/OFs, and C?Cl bonds in poly(pseudo)halogenated arenes, displaying superior activity over previous PdI dimer generations for substrates that bear substituents ortho to C?OTf.
Syntheses of 3-substituted 2,3-dihydrobenzofuranes, 1,2-dihydronaphtho(2,1-b)furanes, and 2,3-dihydro-1H-indoles by tandem ring closure-SRN1 reactions
Vaillard, Santiago E.,Postigo, Al,Rossi, Roberto A.
, p. 8500 - 8506 (2007/10/03)
3-Substituted 2,3-dihydrobenzofuranes (7a-c), 1,2-dihydronaphtho(2,1-b)furanes (10a-c), and N-substituted 2,3-dihydro-1H-indoles (8a-c, 9a,b) are obtained in very good yields by SRN1 photostimulated reactions in liquid ammonia from adequate haloaromatic compounds orthosubstituted with a suitable double bond (3a,b; 4a,b; 5a; 6a,b) and Me3Sn-, Ph2P-, and -CH2NO2 anions. The novelty of the work involves the versatile application of a 5-exo ring closure process during the propagation cycle of the SRN1 reaction; the alkyl radical intermediates formed react with the nucleophiles to afford the ring closure-substituted heterocycles. The factors governing the observed product distribution are discussed.
Highly selective synthesis of (E)-N-aryl-N-(1-propenyl) ethanamides via isomerization of N-allyl ethanamides catalyzed by ruthenium complexes
Krompiec, Stanislaw,Pigulla, Mariola,Szczepankiewicz, Wojciech,Bieg, Tadeusz,Kuznik, Nikodem,Leszczynska-Sejda, Katarzyna,Kubicki, Maciej,Borowiak, Teresa
, p. 7095 - 7098 (2007/10/03)
A convenient and highly selective method of synthesis of (E)-N-aryl-N-(1-propenyl)ethanamides via isomerization of respective N-allyl-N-arylethanamides catalyzed by [RuClH(CO)(PPh3)3] has been described. N-Allyl-N-arylethanamides hav
Formation of N-acetyl-2,3-dihydroindoles by the electrochemical cleavage of the carbon-chlorine bond in N-allyl-2-chloroacetanilides
Dias, Marylene,Gibson, Mandy,Grimshaw, James,Hill, Ian,Trocha-Grimshaw, Jadwiga,Hammerich, Ole
, p. 549 - 554 (2007/10/03)
The electrochemically induced radical cyclization of N-allyl-2-chloroacetanilides to form N-acetyl-2,3-dihydroindoles has been demonstrated where the phenyl ring contains an electron withdrawing substituent such as cyano. Cyclization of N-allyl-2-chloroacetanilide was successful in the presence of (E)-stilbene as electron transfer agent yielding 1-acetyl-3-methyl-2,3-dihydroindole. Indirect electrochemical reduction of N-cinnamyl-2-chloroacetanilide leads mainly to cleavage of the cinnamyl group and only a low yield of N-acetyl-3-benzyl-2,3-dihydroindole was obtained. Acta Chemica Scandinavica 1998.
