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- W2013128889 abstract "Both N,N′ -(o-phenylene)diformamide (1) and N,N′ -(4-chloro-1,2-phenylene)diformamide (30) reacted with α,α-dibromo-o-xylene (2) in DMF at 95–100° to give 5,6,11,12-tetrahydrodibenzo-[b,f][1,4]diazocine-5,12-dicarboxaldehyde (3a) and the corresponding 2-chloro derivative (3b). With potassium hydroxide in ethylene glycol at 110°, 3a and 3b were selectively saponified to the 5-carboxaldehyde derivatives (4) and either 21a or 22a. Reacylation of the latter led to a series of 5,12-unsymmetrically diacylated derivatives, 5–18. Additionally, 4 was subjected (a) to a basecatalyzed addition to acrylonitrile to give the 12-cyanoethyl derivative (19) and (b) alkylation with α-bromotoluene to give the 12-benzyl compound (20). Saponification of both carboxaldehyde groups in 3a,b required potassium hydroxide in ethylene glycol at 135° and gave the N,N′ -unsubstituted heterocycles (23 and 24); these were subsequently reacted with several aldehydes to yield the 5,12-methano derivatives (25–29)." @default.
- W2013128889 created "2016-06-24" @default.
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- W2013128889 date "1976-06-01" @default.
- W2013128889 modified "2023-09-27" @default.
- W2013128889 title "5,12-Diacylated-5,6,11,12-tetrahydrodibenzo[b,f][1,4]-diazocines and related compounds" @default.
- W2013128889 cites W2003148738 @default.
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- W2013128889 doi "https://doi.org/10.1002/jhet.5570130305" @default.
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