SCOPUS 정보 검색 플랫폼

Volumn , Issue 7, 2007, Pages 1109-1111

Domino addition/N-C heterocyclization of azides with allenyl magnesium bromide: Rapid synthesis of 5-butynyl-1,2,3-triazoles

(4) Shafi, Syed a Banday, Abid Hussain a Ismail, Tabasum a Kumar, H M Sampath a

a CSIR INDIAN INSTITUTE OF INTEGRATIVE MEDICINE (India)

Author keywords

5 but 1,2,3 triazoles; Allenylmagnesium bromide; Azides

Indexed keywords

5 BUTYNYL 1,2,3 TRIAZOLE DERIVATIVE; ALLENYLMAGNESIUM BROMIDE; AZIDE; BROMINE DERIVATIVE; TRIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; INFRARED SPECTROMETRY; MASS SPECTROMETRY; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 34248171136 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2007-977435 Document Type: Article

Times cited : (10)

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- In a typical procedure, to a suspension of magnesium turnings (1.6 g, 0.07 mol) in anhyd THF with mercury(II) chloride (10 mg, 0.125 w/w of propargyl bromide) was added propargyl bromide (7.5 mL of an 80 wt% solution in toluene, 0.07 mol) in small portions while stirring the reaction mixture at r.t, Note: A small crystal of iodine is generally required to promote formation of the Grignard reagent, The mixture was stirred at r.t. for 15 min to give a cloudy light green solution. The allenylmagnesium bromide generated as above was cooled to ambient temperature and to it was added dropwise a solution of p-methoxyphenyl azide (1 g, 0.007 mol) and stirring was continued at ambient temperature for 10 min followed by quenching with an aq NH4Cl solution (10 mL) and diluting with EtOAc (50 mL, The organic layer was separated and the aqueous layer was extracted with EtOAc (2 x 20 mL, The combined organic layers were dried (anhyd Na2SO4) and evaporated under r
- 3O: C, 68.71; H, 5.77; N, 18.49; O, 7.04. Found: C, 68.60; H, 5.81; N, 18.60; O, 6.99.

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