Efficient synthesis of functionalized 2,5-dihydro-1,2-oxaphospholes

Tetrahedron Letters

Volumn 44, Issue 14, 2003, Pages 2877-2879

  Yavari, Issa ^a   Alizadeh, Abdolali ^a   Anary Abbasinejad, Mohammad ^a  

^a TARBIAT MODARES UNIVERSITY   (Iran)

Author keywords

1,2 oxaphosphole; 3 butyne 2 one; Ethyl 3 bromo pyruvate; Methyl 4 chloroacetoacetate; Methyl propiolate; Triphenylphosphine

Indexed keywords

ACETIC ACID DERIVATIVE; ACETYLENE DERIVATIVE; ETHER; ETHYL 3 BROMOPYRUVATE; METHYL 4 CHLOROACETATE; PHOSPHOLE DERIVATIVE; PYRUVIC ACID DERIVATIVE; TRIPHENYLPHOSPHINE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CYCLIZATION; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0037474598     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00451-9     Document Type: Article

References (14)

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13. 5-[1,2]-oxaphosphole-5-carboxylate 2a is described as an example. To a magnetically stirred solution of 0.14 g of 3-butyn-2-one (2 mmol) and 0.39 g of ethyl 3-bromopyruvate (2 mmol) in 5 mL dry diethyl ether was added dropwise a solution of 0.52 g of triphenylphosphine (2 mmol) in 3 mL dry diethyl ether at room temperature over 20 min. The reaction mixture was stirred for 1 h. The resulting solid was then filtered off, and crystallized from n-hexane-ethyl acetate. The product was filtered and dried in vacuo to yield 2a.
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