Get Advances in Heterocyclic Chemistry, Vol. 70 PDF

By Alan R. Katritzky

ISBN-10: 0120207702

ISBN-13: 9780120207701

Confirmed in 1960, Advances in Heterocyclic Chemistry is the definitive serial within the area--one of significant significance to natural chemists, polymer chemists, and lots of organic scientists. Written through confirmed specialists within the box, the excellent reports mix descriptive chemistry and mechanistic perception and yield an knowing of the way the chemistry drives the homes.

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The treatment of methyl 1-oxo-1,3,4,4~,7,8-hexahydropyrido[l,2-c][1, 3]oxazine-8-carboxylate with NaOMe in CH30D gave the 8-deuterated product (81JA7573). The anodic electrochemical oxidation of cis-3,4a-H-3-phenylperhydropyrido[l,2-c][l,3]oxazin-l-one(91) in methanol in the presence of tetraethylammonium p-toluenesulfonate gave a mixture of methoxylated pyrido[1,2-c][1,310xazin-1-ones (92-94) (91CJC211). Sec. IILA] PYRID0[1,2-c][1,3]0XAZINES, -THIAZINES, & -PYRIMIDINES, I1 37 The 10-fluoro atom of 9,10-difluoro-7-oxo-lH,3H,7H-pyrido[3,2,1-ij][3, l]benzoxazine-6-carboxylicacids was regioselectively substituted by cyclic amines (90EUP373531; 96GEP4424369).

3 Hz) indicates a conformation such that the nodal plane of the amide carbonyl bisects the C(4)H2 internuclear axis. a X 0 O trans to C(1) methylene (564 a K " . cis to C ( l ) rnethylene (56t) Sec. ILC] PYRID0[1,2-c][1,3]OXAZINES, -THIAZINES, & -PYRIMIDINES, I1 27 The room-temperature 'H NMR spectrum of 2-acetylperhydropyrido[l,2-c]pyrimidine exhibits signals arising from both rotational isomers (56c and 56t), as a result of restricted rotation about the N- COMe bond. The cis and trans isomers 56c and 56t could be distinquished on the basis of J,,, for the protons of the methylene group adjacent to the amido N, and the chemical shift of 1-He, [730MR(5)397].

Treatment of 2,4,4-trimethyl-5-phenyl-l-thioxo-3-oxo-2,3,4,6,7,8hexahydro-lH-pyrido[l,2-c]pyrimidinewith Lawesson's reagent gave a 1,3-dithioxo derivative [968(42)117]. Treatment of a 4-thioxo-l,3,4,6,7,1Ibhexahydro-2H-pyrimido[6,1-a]isoquinolin-2-one derivative with Hg( OAc)2 in boiling acetic acid gave the 2,4-dioxo derivative, and with Raney Ni in boiling ethanol yielded the 2-0x0 derivative (69YZ649). In the latter case the 3-(4-bromophenyl) group was converted into a 3-phenyl group. 9,lODimethoxy-6,7-dihydro-4H-pyrimido[6,1-a]isoquinolin-4-one was obtained from its 2-methylthio derivative by reaction with Raney Ni in boiling acetone (84JMC1470).

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Advances in Heterocyclic Chemistry, Vol. 70 by Alan R. Katritzky

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