Abstract
| Original language | English |
|---|---|
| Pages (from-to) | 819-824 |
| Journal | Australian Journal of Chemistry: an international journal for chemical science |
| Volume | 51 |
| Issue number | N/A |
| DOIs | |
| Publication status | Published - 1998 |
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Some Cycloaddition Reactions of 5,8-Dimethoxynaphtho[2,3-c]furan-4,9-dione. / Piggott, Matthew; Wege, Dieter.
In: Australian Journal of Chemistry: an international journal for chemical science, Vol. 51, No. N/A, 1998, p. 819-824.Research output: Contribution to journal › Article
TY - JOUR
T1 - Some Cycloaddition Reactions of 5,8-Dimethoxynaphtho[2,3-c]furan-4,9-dione
AU - Piggott, Matthew
AU - Wege, Dieter
PY - 1998
Y1 - 1998
N2 - Methylation of 5,8-dihydroxynaphtho[2,3-c]furan-4,9-dione (5) gave, in addition to the title ether (7), the fragmentation products 4-hydroxy-1,5,8-trimethoxy-3-methylnaphthalene-2-carbaldehyde (8) and its methyl ether (9). Addition of benzyne to (7) afforded mainly the expected [4+2] cycloadduct (15) and minor amounts of adduct (16), derived by addition of (7) to (15), and adduct (19), derived by a homo- or 1,3-addition of benzyne to (15), followed by decarbonylation. Adducts of (7) with 1,4-dihydro-1,4-epoxynaphthalene and dimethyl acetylenedicarboxylate also were prepared.
AB - Methylation of 5,8-dihydroxynaphtho[2,3-c]furan-4,9-dione (5) gave, in addition to the title ether (7), the fragmentation products 4-hydroxy-1,5,8-trimethoxy-3-methylnaphthalene-2-carbaldehyde (8) and its methyl ether (9). Addition of benzyne to (7) afforded mainly the expected [4+2] cycloadduct (15) and minor amounts of adduct (16), derived by addition of (7) to (15), and adduct (19), derived by a homo- or 1,3-addition of benzyne to (15), followed by decarbonylation. Adducts of (7) with 1,4-dihydro-1,4-epoxynaphthalene and dimethyl acetylenedicarboxylate also were prepared.
U2 - 10.1071/C98031
DO - 10.1071/C98031
M3 - Article
VL - 51
SP - 819
EP - 824
JO - Australian Journal of Chemistry:an international journal for chemical science
JF - Australian Journal of Chemistry:an international journal for chemical science
SN - 0004-9425
IS - N/A
ER -