Synthesis of N-t-Boc-4-S-t-Butyl-L-thiophenylalanineviaPalladium Catalyzed Cross-Coupling Reaction of N-t-Boc-4-Iodo-L-phenylalanine witht-Butylthiol or Sodiumt-Butylthiolate

Synthesis and electrochemistry of late transition metal complexes containing 1,1′-bis(dicyclohexylphosphino)ferrocene (dcpf). The X-ray structure of [PdCl2(dcpf)] and Buchwald–Hartwig catalysis using [PdCl2(bisphosphinometallocene)] precursors

“…Studies using dtbpf as a ligand have also been centered on palladium catalysts [4][5][6][7][8][9][10][11][12][13][14][15]. The bulkiness of dtbpf was proposed to be the key to its reactivity in catalytic applications [6,7,[13][14][15][16]. For example, in the synthesis of oxindoles by amide a-arylation, the catalyst containing dtbpf was found to have similar catalytic abilities as the catalyst containing dcpf [4].…”

“…For example, in the synthesis of oxindoles by amide a-arylation, the catalyst containing dtbpf was found to have similar catalytic abilities as the catalyst containing dcpf [4]. It was also determined that dtbpf was a better ligand than dppf in the reductive elimination of diaryl ethers [13], but it was a poorer ligand than dppf for hydrogenation reactions [16].…”

“…Palladium catalysts have become an important means of facilitating the formation of a variety of different bonds, including carbon-nitrogen [1][2][3][4], carbon-carbon [5][6][7][8][9][10][11], carbon-oxygen [12][13][14] and carbon-sulfur bonds [15,16]. Carbon-nitrogen bond formation via the Buchwald-Hartwig reaction, in which aryl amines (or aryl ethers) are formed using a palladium (0) catalyst containing chelating ligands, is of particular interest.…”

Design, Synthesis, and Biological Evaluation of Allosteric Effectors That Enhance CO Release from Carboxyhemoglobin

“…The desired compounds were accessed by Suzuki cross-coupling of the p -iodo IRL analog 5 , the preparation of which is outlined in Scheme . Coupling of carbamate 4 with l -Trp amino ester, followed by Boc deprotection afforded an intermediate dipeptide (not shown), which was then coupled with 3,5-dimethylbenzoic acid, followed by Boc-indole formation, giving key intermediate 5 (61% overall yield in 6 steps from d -phenylalanine). After extensive screening of cross-coupling conditions, analogs 15 – 19 were prepared by Suzuki coupling of 5 with the requisite boronic acids to give 6 – 8 or the corresponding pinacolates to generate 9 – 10 , followed by Boc deprotection (TFA) and ester hydrolysis (LiOH) (Scheme ).…”

The Formation of Csp 2 S and Csp 2 Se Bonds by Substitution and Addition Reactions Catalyzed by Transition Metal Complexes

“…Arylation of amino acid derivatives with a thiol group was carried out in the Pd 2 dba 3 /dppf/NMP/Et 3 N system [13,14]. It should be mentioned that, even in the earlier stages of development of this catalytic methodology, nickel [15] and copper [16] complexes were considered as useful potential replacements for the Pd catalyst.…”