Synthesis of Triarylpyridines in Thiopeptide Antibiotics by Using a C-H Arylation/Ring-Transformation Strategy

scientific article published on 2 February 2016

Synthesis of Triarylpyridines in Thiopeptide Antibiotics by Using a C-H Arylation/Ring-Transformation Strategy is …
instance of (P31):
scholarly articleQ13442814

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P356DOI10.1002/CHEM.201600351
P698PubMed publication ID26833497

P50authorJunichiro YamaguchiQ43787510
P2093author name stringKenichiro Itami
Kazuma Amaike
P2860cites workThiopeptide antibiotics: retrospective and recent advancesQ26852567
Discovery of LFF571: an investigational agent for Clostridium difficile infectionQ27677144
Weak coordination as a powerful means for developing broadly useful C-H functionalization reactionsQ30410596
Decarbonylative organoboron cross-coupling of esters by nickel catalysisQ30656755
Thiopeptide antibioticsQ34392398
Chemoenzymatic synthesis of thiazolyl peptide natural products featuring an enzyme-catalyzed formal [4 + 2] cycloadditionQ34465798
Ligand-enabled meta-C-H activation using a transient mediatorQ34466361
Ribosomally synthesized thiopeptide antibiotics targeting elongation factor Tu.Q34972804
Transition-metal-catalyzed direct arylation of (hetero)arenes by C-H bond cleavage.Q35016847
C-H arylation of pyridines: high regioselectivity as a consequence of the electronic character of C-H bonds and heteroarene ring.Q35582982
Aryl-aryl bond formation by transition-metal-catalyzed direct arylation.Q36702962
From amino acids to heteroaromatics--thiopeptide antibiotics, nature's heterocyclic peptidesQ36939955
Palladium(II)-catalyzed C-H activation/C-C cross-coupling reactions: versatility and practicalityQ37294999
Cross-coupling of remote meta-C-H bonds directed by a U-shaped templateQ37372482
C-H bond functionalization: emerging synthetic tools for natural products and pharmaceuticalsQ38034172
Beyond directing groups: transition-metal-catalyzed C-H activation of simple arenesQ38045225
Thiopeptide engineering: a multidisciplinary effort towards future drugs.Q38214833
Synthesis of extended π-systems through C-H activationQ38254269
Total synthesis and complete structural assignment of thiocillin I.Q42717047
Total syntheses of the thiopeptides amythiamicin C and D.Q42853459
Total synthesis and stereochemical assignment of baringolin.Q44006630
First synthesis of an amythiamicin pyridine clusterQ44737673
C-H bond activation enables the rapid construction and late-stage diversification of functional moleculesQ44783398
Total synthesis of thiostrepton, part 2: construction of the quinaldic acid macrocycle and final stages of the synthesisQ45062636
Total synthesis of thiostrepton, part 1: construction of the dehydropiperidine/thiazoline-containing macrocycleQ45062638
Pd(II)-catalyzed meta-C-H olefination, arylation, and acetoxylation of indolines using a U-shaped template.Q46136361
Ligand-promoted C3-selective arylation of pyridines with Pd catalysts: gram-scale synthesis of (±)-preclamolQ46237882
Total synthesis of thiopeptide antibiotics GE2270A, GE2270T, and GE2270C1.Q46547954
Concise total synthesis of the thiazolyl peptide antibiotic GE2270 A.Q46756932
Total synthesis of the thiopeptide antibiotic amythiamicin D.Q46785397
Total syntheses of amythiamicins A, B and C.Q47658518
Total synthesis and stereochemical assignment of micrococcin P1.Q47902147
Total synthesis of antibiotics GE2270A and GE2270T.Q51114354
Synthesis and characterization of hexaarylbenzenes with five or six different substituents enabled by programmed synthesis.Q53603190
From peptide precursors to oxazole and thiazole-containing peptide antibiotics: microcin B17 synthase.Q54577148
P433issue13
P407language of work or nameEnglishQ1860
P921main subjectantibioticQ12187
P304page(s)4384-4388
P577publication date2016-02-02
P1433published inChemistry—A European JournalQ898737
P1476titleSynthesis of Triarylpyridines in Thiopeptide Antibiotics by Using a C-H Arylation/Ring-Transformation Strategy
P478volume22

Reverse relations

cites work (P2860)
Q39420428Cross-coupling of aromatic esters and amides.
Q48553246Miyaura borylation/Suzuki-Miyaura coupling (MBSC) sequence of 4-bromo-2,4'-bithiazoles with halides: straightforward access to a heterocylic cluster of d-series of thiopeptide GE2270.
Q38940388Nickel-Catalyzed Aromatic C-H Functionalization.
Q48147079Synthesis of Amidines from Amides Using a Nickel-Catalyzed Decarbonylative Amination through CO Extrusion Intramolecular Recombination Fragment Coupling
Q41147861Synthesis of the heterocyclic core of the D-series GE2270.

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