Process for the preparation of thiophenes

Details Process for the preparation of thiophenes Process for the preparation of thiophenes

1978-07-21

1981-02-24

Trousof, Natalie

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

2604654, 560192, 549 74, 549 76, 549 77, 560219, C07D33324

Patent

active

042529760

ABSTRACT:
A process for the preparation of 3-substituted thiophenes which involves cyclization of a novel intermediate, avoids the use of previously employed expensive starting materials. The thiophenes are useful for the preparation of penicillins and cephalosporins.
The process is for the preparation of a thiophene of formula (I): ##STR1## where R.sup.1 represents a carboxylic acid group, or an ester or amide thereof or a nitrile group; R.sup.2 represents a group suitable for use as an .alpha.-substituent in the side-chain of a penicillin or cephalosporin; which comprises treating a compound of formula (II): ##STR2## wherein X represents halogen or optionally functionalized hydroxyl, Y represents halogen, hydroxyl, or alkoxy; with a source of nucleophilic sulphur under basic conditions.

REFERENCES:
Hartough, Howard D. "Thiophene and its Derivatives", Interscience Publ. (1952), pp. 74-76, 82-85.
Houben-Weyl, "Methoden der Organischen Chemie", vol. 9 (1955), p. 7.
Janssen, Matthijs J., "Organosulfur Chemistry", Interscience Publ. (1968), pp. 136-141.

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