Claims
- 1. A process for preparing a compound of formula ##STR17## wherein R is methylthio, methylsulfoxy, methylsulfonyl or a nitro group; comprising the steps of
- (1) reacting a compound of formula ##STR18## wherein R is as defined hereinabove; and
- X.sub.4 is --OH, --OCOalkyl(1-4C), --O-trialkyl(1-6C)-silyl, --O--tetrahydropyranyl, --0--tetrahydrofuranyl or --O--SO.sub.2 R.sub.6, wherein R.sub.6 is methyl, trifluoromethyl, phenyl or p-methylphenyl;
- with the proviso that when R is nitro, X.sub.4 is not OH;
- with a compound of formula X--COOR.sub.2, wherein X is halogen and R.sub.2 is a 1-4C alkyl group, in the presence of a base and of a diluent, to form a compound of formula (III): ##STR19## wherein R, R.sub.2 and X.sub.4 are as defined hereinabove; (2) cyclizing said compound of formula (III) in the presence of a strong base and of an aprotic solvent, to form a compound of formula (I): ##STR20## wherein R and X.sub.4 are as defined hereinabove;
- X.sub.3 is hydrogen; and
- X.sub.1 together with X.sub.2 are an oxygen atom;
- (3) fluorinating said compound (I) to form a compound of formula (I.sub.F): ##STR21## wherein R, X.sub.1, X.sub.2 and X.sub.3 are as defined hereinabove; and (4) hydrolyzing said compound of formula I.sub.F to form said compound of formula (IV).
- 2. A process for preparing a compound of formula (II): ##STR22## wherein R is methylthio, methylsulfoxy, methylsulfonyl or a nitro group; and
- R.sub.1 is a mono-, di-, or tri-halomethyl radical;
- comprising the steps of
- (1) reacting a compound of formula ##STR23## wherein R is as defined hereinabove; and
- X.sub.4 is --OH, --OCOalkyl(1-4C), --O--trialkyl(1-6C)-silyl, --O--tetrahydropyranyl, --O--tetrahydrofuranyl or --O--SO.sub.2 R.sub.6, wherein R.sub.6 is methyl, trifluoromethyl, phenyl or p-methylphenyl;
- with the proviso that when R is nitro, X.sub.4 is not OH;
- with a compound of formula X--COOR.sub.2 wherein X is halogen and R.sub.2 is a 1-4C alkyl radical, in the presence of a base and of a diluent, to form a compound of formula (III): ##STR24## wherein R, R.sub.2 and X.sub.4 are as defined hereinabove; (2) cyclizing said compound of formula (III) in the presence of a strong base and of an aprotic solvent, to form a compound of formula (I): ##STR25## wherein R and X.sub.4 are as defined hereinabove;
- X.sub.3 is hydrogen; and
- X.sub.1 together with X.sub.2 are an oxygen atom;
- (3) fluorinating said compound of formula (I) to form a compound of formula (I.sub.F): ##STR26## wherein R, X.sub.1, X.sub.2 and X.sub.3 are as defined hereinabove; (4) hydrolyzing said compound of formula (I.sub.F) to form said compound of formula (IV): ##STR27## wherein R is as defined hereinabove; and (5) N-acylating said compound of formula (IV) with an acylating reactant having an acyl radical of formula R.sub.1 --CO--, wherein R.sub.1 is as defined hereinabove, to form said compound of formula (II).
Priority Claims (2)
Number |
Date |
Country |
Kind |
21417 A/83 |
Jun 1983 |
ITX |
|
22449 A/83 |
Aug 1983 |
ITX |
|
Parent Case Info
This is a continuation, of application Ser. No. 616,086, filed Jun. 1, 1984, now abandoned.
US Referenced Citations (6)
Foreign Referenced Citations (1)
Number |
Date |
Country |
876750 |
Jul 1971 |
CAX |
Continuations (1)
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Number |
Date |
Country |
Parent |
616086 |
Jun 1984 |
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