3,3′-(Phenylphosphinylidene)bis[2(3H)-benzoxazolone] and 3,3′-(Phenylphosphinylidene)bis[2(3H)-benzothiazolone]. New Activating Agents
- 1 November 1985
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 58 (11) , 3291-3297
- https://doi.org/10.1246/bcsj.58.3291
Abstract
New activating agents, 3,3′-(phenylphosphinylidene)bis[2(3H)-benzoxazolone] (4) and 3,3′-(phenylphosphinylidene)bis[2(3H)-benzothiazolone] (5), were readily prepared by the reaction of phenylphosphonic dichloride (3) with 2(3H)-benzoxazolone (1) and 2(3H)-benzothiazolone (2) respectively in the presence of triethylamine at room temperature. The new activating agents 4 and 5 were found to be useful for the preparation of amides, esters, and dipeptides under mild conditions. Furthermore, the direct poly-condensation of isophthalic acid with aromatic diamines using the activating agent 4 in the presence of pyridine proceeded fast at room temperature to produce polyamides with inherent viscosities up to 0.80 dL/g.Keywords
This publication has 8 references indexed in Scilit:
- 1,2-Benzisoxazol-3-yl diphenyl phosphate: a new, reactive activating agent for the synthesis of amides, esters, and peptides via condensationThe Journal of Organic Chemistry, 1985
- N,N′-Carbonyldi[2(3H)-benzoxazolethione]: New, Reactive Condensing Agent for the Synthesis of Amides, Esters, Peptides, and PolyamidesBulletin of the Chemical Society of Japan, 1984
- N,N′-Carbonyldi[1,2-benzisoxazol-3(2H)-one]: New, Reactive Condensing AgentBulletin of the Chemical Society of Japan, 1983
- A New Peptide Synthesis Using 2-Fluoro-1,3,5-trinitrobenzene. Syntheses of Thyrotropin Releasing Hormone and Leucine–EnkephalinBulletin of the Chemical Society of Japan, 1979
- Synthesis of polyamides from active N,N′‐diacylbis‐2‐benzothiazolones and diamines under mild conditionsJournal of Polymer Science: Polymer Chemistry Edition, 1977
- Conformation of small peptides. II. Synthesis and infrared studies of small peptidesJournal of the American Chemical Society, 1968
- Über die Synthese der 3‐Hydroxy‐1.2‐benzisoxazoleEuropean Journal of Inorganic Chemistry, 1967
- The Use of Phosphorous Acid Chlorides in Peptide Synthesis1Journal of the American Chemical Society, 1956