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Acta Chimica Sinica ›› 1983, Vol. 41 ›› Issue (8): 730-733. Previous Articles Next Articles
Original Articles
Lehe,J.M.;吴成泰;Plumere,P.
发布日期:
LEHN,J.M.;WU CHENGTAI;PLUMERE,P.
Published:
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This paper deals with the synthesis of a new lateral macrobicyclic cryptand 2. Condensation of 2,6-di(bromomethyl)- pyridine with 3-(N-tosylamino)-methyl propionate in the presence of anhydrous K2CO3 at room temperature gave compound 6 which was hydrolyzed to 7. The latter reacted with excessive sulfonyl chloride to afford 2,6-di(4'-chloroformyl-2'-tosyl-2'-azabutyl)-pyridine 8. Pentaaza-1, 5, 13, 17, 28-dithia-20, 25-tricyclo (15, 5, 5, 1-7,11)- octacosa-7, 9, 11 (28)-triene 2 has been synthesized by the following sequence of reations. Condensation of compound 8 with 1, 7-diaza-4, 10 dithia-dodecane 5, using high dilution technique in toluene-THF at room temperature afforded 9, which was reduced by diborane in THF solution to give compound 10. Treatment of 10 with sodium anthracene in monoglyme produced compound 2.
Key words: PYRIDINE P, NITROGEN HETEROCYCLICS, MACROCYCLIC COMPOUNDS, SULFUR HETEROCYCLICS COMPOUNDS, CRYPTAND
CLC Number:
O621
LEHN,J.M.;WU CHENGTAI;PLUMERE,P.. Synthesis of lateral macrobicyclic cryptand[J]. Acta Chimica Sinica, 1983, 41(8): 730-733.
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