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α-Alkoxyalkylidenetriphenylphoshazines as ylide reagents and as a source of α-alkoxycarbenes

✍ Scribed by Glory B. Merrill; Harold Shechter

Publisher
Elsevier Science
Year
1975
Tongue
French
Weight
189 KB
Volume
16
Category
Article
ISSN
0040-4039

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✦ Synopsis

Acyl and sulfonyl hydrasides react with ortho esters to form hydrazirmdocarboxylate 2 ester derlvatlves (RCOERXV=CROR and RSO$HN=CROR, respectively). It has now been found that oi-methoxyalkylldenetrlphenylphosphazlnlum brormdes (2) are obtained efficiently by reactlon of trlmethyl ortho esters (2) with hydrazinotriphenylphosphonium brormde (l_, Eq 1) as prepared (CeHs)skNH-NH2 Br-I + R-C-CCHs -(C,H~)&NH-N=C/

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Abstroct: ct,to-Dicarboxylic acid dimethxl esters are easily obtained by ring clcasagc ol ttnitrocycloalkanones. Thus, reaction ol the latter compounds ~vith three cquixalents of potassium persullatc, in methanol and in presence o1 sulfuric acid at 80 °C, provides ct.to-dicarboxxltc acid dimethyl es