Tertiary arsine ligands for Stille coupling reaction

Dalton Transactions ◽

10.1039/d1dt02955j ◽

2021 ◽

Author(s):

Akane Chishiro ◽

Masafumi Konishi ◽

Ryoto Inaba ◽

Takashi Yumura ◽

Hiroaki Imoto ◽

...

Keyword(s):

Reaction Rate ◽

Coupling Reaction ◽

Coupling Reactions ◽

Stille Coupling ◽

Tertiary Arsine ◽

Stille Coupling Reaction

Stille coupling reaction is one of the most important coupling reactions. It is well known that triphenylarsine ligand can accelerate the reaction rate of Stille coupling. However, other arsine ligands...

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The Synthesis of Oxygenated Naphthyl Stannanes Possessing ortho-Methoxy Substituents for Use in Stille Coupling Reactions

Australian Journal of Chemistry ◽

10.1071/c98106 ◽

1999 ◽

Vol 52 (1) ◽

pp. 19 ◽

Cited By ~ 3

Author(s):

Margaret A. Brimble ◽

Letecia J. Duncalf

Keyword(s):

Coupling Reaction ◽

Coupling Reactions ◽

Stille Coupling ◽

Halogen Exchange ◽

Alternative Approach ◽

Methoxy Substituent ◽

Stille Coupling Reaction

The preparation of oxygenated naphthyl stannanes bearing an ortho-methoxy substituent is described, including stannanes (23) and (25) which are key intermediates for the synthesis of dimeric pyranonaphthoquinone antibiotics. Stannanes (17), (19) and (21)–(23) were obtained by metal–halogen exchange of the corresponding bromonaphthalenes. In an alternative approach to effect stannylation, a palladium(0)-mediated coupling reaction using hexaalkylditin reagents was examined. The Stille coupling reaction between naphthyl stannanes (23) and (25) and the corresponding bromonaphthalenes (11) and (24) failed to effect coupling to the desired binaphthyls.

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Cytostatic tetrazole–butenolide conjugates: linking tetrazole and butenolide rings via stille coupling and biological activity of the target substances

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc2009040 ◽

2009 ◽

Vol 74 (7-8) ◽

pp. 1161-1178 ◽

Cited By ~ 4

Author(s):

Vojtěch Balšánek ◽

Lucie Tichotová ◽

Jiří Kuneš ◽

Marcel Špulák ◽

Milan Pour ◽

...

Keyword(s):

Biological Activity ◽

Coupling Reaction ◽

Tetrazole Ring ◽

Cytostatic Activity ◽

Leukemic Cells ◽

Coupling Reactions ◽

Stille Coupling ◽

Absidia Corymbifera ◽

Benzene Rings ◽

Stille Coupling Reaction

A series of tetrazoles linked to the butenolide core via benzene rings were prepared by the Stille coupling reaction of α-(tributylstannyl)butenolides and 5-(alkylsulfanyl)-1-(4-iodophenyl)tetrazoles, and the compounds were tested for antifungal and cytostatic activity. Interesting antifungal activities against the filamentous strain Absidia corymbifera, and cytostatic activities against leukemic cells HL-60 and CCRF-CEM were found. The cytostatic activity requires the presence of both the butenolide ring and the alkylsulfanyl group bound to tetrazole ring. In addition, the feasibility of Pd-coupling reactions with 5-iodotetrazoles was evaluated.

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