- An efficient synthesis of dibenzocycloocta-4a,6a,-diene-5,11-diyne and its precursors
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Two efficient syntheses of dibenzocyclooctadienediyne 1 were developed employing known reactions, which utilize commercially available reagents. Both methods are an improvement on known syntheses resulting in 41% and 43% overall yields. The latter method also offers an efficient synthesis of dibenzocyclooctatetraene 9, which is one of the key reagents now commercially unavailable.
- Chaffins, Sterling,Brettreich, Michael,Wudl, Fred
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p. 1191 - 1194
(2007/10/03)
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- Synthesis and Reactions of 3,4-Bis(trimethylsilyl)furan: Diels-Alder Cycloaddition, Friedel-Crafts Acylation, and Regiospecific Conversion to 3,4-Disubstituted Furans
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As a versatile building block, 3,4-bis(trimethylsilyl)furan (1), conveniently obtained through a Diels-Alder reaction between 4-phenyloxazole and bis(trimethylsilyl)acetylene, was able to undergo Diels-Alder cycloadditions with dienophiles.In two separate
- Song, Zhi Zhong,Ho, Mei Sing,Wong, Henry N. C.
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p. 3917 - 3926
(2007/10/02)
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- 1-Substituted and 1,4-Disubstituted Tribenzocyclooctenes
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Diels-Alder cycloaddition between 5,6-didehydrodibenzocyclooctene and various furans leads to endoxides which are deoxygenated by low valent titanium to 1-substituted and 1,4-disubstituted tribenzocyclooctenes.Some chemical transformations of these new class of compounds are also reported.
- Wong, Henry N. C.,Xue Long Hou
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p. 1111 - 1115
(2007/10/02)
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- Crystal Structure of 5,6-Didehydrodibenzocyclo-octene
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The structure of 5,6-didehydrobenzocyclo-octene C16H10 has been determined from single-crystal X-ray analysis by direct methods.The crystals are monoclinic, space group P21/c, Z=8, a=10.130(7), b=12.434(2), c=17.031(5) Angstroem, β=99.05(4) grad.Full-matrix least-squares refinement based on 1517 reflexions with intensities I>2?(I) and 527 non-significant ones in the range 2?(I)>I>?(I) converged to R(Rw)=0.053 (0.064) without and to R(Rw)=0.086 (0.066) including non-significant reflexions.The geometry of the two independent molecules A and B is slightly different, A being planar within 0.031 Angstroem, B within 0.174 Angstroem.The benzene rings in B are titled by 9.9 grad.The mean angular deformation of the acetylenic bonds is 26.0 grad.
- Graaff, Rudolf A.G. de,Gorter, Sybout,Romers, Cornelius,Wong, Henry N.C.,Sondheimer, Franz
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p. 478 - 480
(2007/10/02)
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