Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1977-06-20
1978-10-03
Daus, Donald G.
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
26032613C, C07D49104
Patent
active
041183959
ABSTRACT:
A method for the production of indolyl lactones of the formula ##STR1## wherein R.sub.1 is hydrogen, halogen, or an alkoxy group having 1 to 4 C atoms and R.sub.3 is hydrogen, characterized in the manner that one reacts a 2-hydroxymethylindole of the formula ##STR2## wherein R.sub.1 has the above named meaning and R.sub.2 is an alkanoyl group or a phenyl alkanoyl group, with an .alpha.-diazoester of the formula ##STR3## wherein R.sub.3 has the above named meaning and R.sub.4 is an alkyl group having 1 to 4 C atoms and a, benzyl group, to a 3-indolyl acetic acid ester of the formula ##STR4## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have the above named meanings, saponifies the thus obtained 3-indolyl acetic acid ester of the formula (IV) to the 3-indolyl acetic acid of the formula ##STR5## wherein R.sub.1 and R.sub.3 have the above named meaning, and the latter is dehydrated to indolyl lactone with the formula (I).
REFERENCES:
patent: 3997558 (1976-12-01), Frantsits
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Piper et al.; J. Het. Chem. vol. 3, pp. 95-97, (1966).
Badger et al.; J. Chem. Soc. pp. 1179-1184, (1958).
Plieninger et al.; Ber. vol. 90, pp. 1984-1987, (1957).
Taylor; Helo. Chem. Acta, vol. 33, pp. 164-169, (1950).
Daus Donald G.
Farber Martin A.
Vaughn Mary C.
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