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Volumn 46, Issue 2, 2005, Pages 315-317

A novel one-pot procedure for the synthesis of stable dioxadiazastannepines and dioxadiazasilepines

Author keywords

Dianion; Dioxadiazasilepines; Dioxadiazastannepines; Dioximes; Heterocycles

Indexed keywords

DIOXADIAZASILEPINE DERIVATIVE; DIOXADIAZASTANNEPINE DERIVATIVE; HETEROCYCLIC COMPOUND; ORGANOTIN COMPOUND; OXIME DERIVATIVE; SILICONE DERIVATIVE; TIN DERIVATIVE; UNCLASSIFIED DRUG;

EID: 10044257848     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.11.031     Document Type: Article
Times cited : (14)

References (32)
  • 11
    • 10044278175 scopus 로고    scopus 로고
    • Chem. Abstr. 128 1998 308507h
    • (1998) Chem. Abstr. , vol.128
  • 28
    • 10044288508 scopus 로고    scopus 로고
    • note
    • Typical procedure for the preparation of 2,2-dimethyl-5,6-diphenyl-1,3,4, 7,2-dioxadiazastannepine 3a: A solution of benzildioxime (1a; 864 mg, 3.60 mmol) in dry THF (25 mL) was added dropwise to a solution of sodium hydride (173 mg, 7.20 mmol) in 30 mL of dry THF at room temperature. The solution became whitish yellow after 30 min and was then stirred under reflux for 2 h. The solution became pinkish light yellow and was allowed to attain room temperature. Dimethyldichlorostannane (792 mg, 3.60 mmol) was slowly added dropwise with a syringe. The solution became pinkish white, and the reaction mixture was stirred for an additional 2 h at room temperature. TLC confirmed completion of the reaction. After filtration of the reaction mixture, the solvent was evaporated in vacuo, and the residue was subjected to column chromatography (hexane/ethyl acetate, 8:1) to yield the product
  • 29
    • 10044235269 scopus 로고    scopus 로고
    • note
    • Typical procedure for the preparation of 2,2-dimethyl-5,6-diphenyl-1,3,4, 7,2-dioxadiazasilepine 4a: A procedure analogous to the preparation of 3a was used. Benzildioxime (720 mg, 3 mmol) in 25 mL of dry THF and 144 mg (6 mmol) of sodium hydride in 30 mL of THF were used. Dimethyldichlorosilane (387 mg, 3 mmol) was added dropwise via a static-pressure dropping funnel at room temperature. Removal of the solvent under reduced pressure yielded the product, which was purified by column chromatography with n-hexane/ethyl acetate (6:1) to give the title compound
  • 30
    • 10044255458 scopus 로고    scopus 로고
    • note
    • 2Si: C, 64.86; H, 5.41%. Found: C, 64.64; H, 5.76%


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.