ISSN:
0075-4617
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Diyne Reaction 1). - Synthesis of 1,3-Dihydroisobenzofurans and 4,6-Diphenyl-lH,3H-thieno-13,4-c]furan, -1H,3H-selenolo[3,4-c]furan, -1H,3H-telluro[3,4-c]furan The 3,3′-substituted di-2-propynyl ethers 1 react with acetylenes in the presence of tris(tri- phenylphosphine)rhodium(T) chloride or dicarbonylbis(triphenylphosphine)nickel(O) to give the 1,3-dihydroisobenzofurans 3a- e. The rhodacyclopentadiene complex 2 was prepared by reaction of bis(3-phenyl-2-propynyl) ether (1 a) with tris(triphenylphosphine)rhodium(I) chloride. Reaction of 2 with sulfur, selenium, or tellurium afford the 4,6-diphenyl-l H,3H- thieno[3,4-c]furan (4a), -1H,3H-selenolo[3,4-c]furan, or -1H,3H-telluro[3,4-c]furan (4c) and with acetylenes, the 1,3-dihydroisobenzofurans 3a- c.
Notes:
Die in 3,3′-Stellung substituierten Di-2-propinyläther 1 reagieren in Anwesenheit von Tris(tri- phenylphosphin)rhodium(I)-chlorid oder Bis(triphenylphosphin)nickel(O)-dicarbonyl mit Acetylenen zu den 1,3-Dihydroisobenzofuranen (3a- e). Die Umsetzung des Bis(3-phenyl- 2-propinyl)athei-s (1a) mit Tris(triphenylphosphin)rhodium(1)-chlorid liefert den Rhodacyclopentadienkoniplex 2, der mit Schwefel, Selen oder Tellur zu 4,6-Diphenyl-l H,3H-thieno- [3,4-c]furan (4a), -1 H,3H-selenolo-[3,4-c]furan bzw. -1 H,3H-telluro[3,4-c]furan (4c) und mit Acetylenen zu den 1,3-Dihydroisobenzofuranen 3a- c reagiert.
Additional Material:
3 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.197619760733
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