SCOPUS 정보 검색 플랫폼

Synlett

Volumn , Issue 12, 2009, Pages 1990-1996

Gold(III) bromide catalyzed furannulation of 2-alkynylcycloalk-2-enols: An expedient route to fused furans

(3) Praveen, C a Kiruthiga, P a Perumal, P T a

a CENTRAL LEATHER RESEARCH INSTITUTE (India)

Author keywords

2 alkynylcycloalk 2 enol; Cycloisomerization; Fused furans; Gold(III)

Indexed keywords

2 PHENYL 4,5,6,7 TETRAHYDROBENZOFURAN; ALKYL GROUP; BROMINE DERIVATIVE; FURAN DERIVATIVE; GOLD DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CHEMICAL REACTION; CHEMICAL STRUCTURE; ISOMERIZATION; REACTION TIME; SYNTHESIS;

EID: 67651211312 PISSN: 09365214 EISSN: 14372096 Source Type: Journal
DOI: 10.1055/s-0029-1217517 Document Type: Article

Times cited : (59)

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- General Procedure for the Synthesis of 2-Alkynyl cyclo-alk-2-enol 3a-l Representative Procedure for 2-(Phenylethynyl)cyclohex-2-enol (3f, Table 1, Entry 6) 2-Iodocyclohex-2-enol (1b, 1.0 mmol, Pd(PPh 3)Cl2 (5 mol, and CuI (5 mol, were placed in an oven-dried flask under N2. Dry Et3N was added, and the resulting suspension was magnetically stirred. Upon dropwise addition of phenylacetylene 2a (1.2 mmol, the mixture was stirred at r.t. until TLC showed the disappearance of the starting 2-iodocyclohex-2-enol (ca. 6 h, H 2O (50 mL) was added to the reaction mixture, and the residue was extracted into EtOAc (4 x 15 mL, and the extract was dried over anhyd Na 2SO4. Removal of the solvent under reduced pressure gave the crude product, which was further purified by column chromatography on silica gel using EtOAc-PE (1:9) as eluent to afford pure product 3f (91, as a brown oil. IR C
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- 14O: C, 84.81; H, 7.12. Found: C, 84.75; H, 7.15.

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