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Reaction of Furan and Thiophene

Reaction of Furan and Thiophene

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) Monosubstituted furan & thiophene with electron donating group such as CH 3 , OH, NH 2 ,<br />

OCH 3<br />

i) EDG at position 2<br />

E + O COCH 3<br />

X<br />

EDG<br />

More reactive than unsubstituted<br />

compound<br />

E<br />

X<br />

EDG<br />

(incoming E + is directed to position 5)<br />

ii) EDG at position 3<br />

EDG<br />

X<br />

EDG<br />

EDG<br />

or<br />

E + X E<br />

E X<br />

(incoming E + directed to 2 mainly or 5 due to steric effects )<br />

CH 3 CH 3<br />

Ac 2 O / r.t.<br />

+<br />

CH 3<br />

O<br />

25 % H 3 PO 4<br />

H 3 COC<br />

O<br />

Heterocyclic Chemistry

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