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Preparation and properties of 1,6-diazacyclodeca-3,8-diynes

✍ Scribed by Rolf Gleiter; Joachim Ritter; Hermann Irngartinger; Jochen Lichtenthäler


Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
206 KB
Volume
32
Category
Article
ISSN
0040-4039

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High Regioselectivity in Polar Additions
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## Abstract The reactions of 1,6‐dialkyl‐1,6‐diazacyclodeca‐3,8‐diynes (9, a = CH~3~, b = C~2~H~5~, c = __i__‐C~3~H~7~) with HCl, H~2~O and CH~3~OH have been investigated. The reaction of 9c with HCl selectively gives __N,N′__‐diisopropyl‐4‐chloro‐1,2,3,5,6,7‐hexahydro‐2,6‐naphthyridine (13c) in qu

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## Abstract The preparation of __N__,__N__′‐dialkyl‐ and __N__,__N__′‐diaryl‐1,6‐diazacyclodeca‐3,8‐diynes was achieved by reaction of alkyl‐ or arylamines with 1,4‐dihalobut‐2‐yne under dilution conditions in yields of 5–15%. The compounds synthesized by this procedure were the __N__,__N__′‐dimeth