By Gwynn P. Ellis
Chapter I Chromenes, Chromanones, and Chromones—Introduction (pages 1–10): G. P. Ellis
Chapter II 2H? and 4H?1?Benzopyrans (pages 11–139): E. E. Schweizer and Deborah Meeder?Nycz
Chapter III 3?Chromanols and 4?Chromanols (pages 141–192): I. M. Lockhart
Chapter IV 3?Chromanones (pages 193–206): I. M. Lockhart
Chapter V 4?Chromanones (pages 207–428): I. M. Lockhart
Chapter VI 2,4?Chromandiones and 2,3,4?Chromantriones (pages 429–453): I. M. Lockhart
Chapter VII evidently happening Chromones (pages 455–480): G. P. Ellis
Chapter VIII Analytical elements of Chromones (pages 481–494): G. P. Ellis
Chapter IX common equipment of getting ready Chromones (pages 495–555): G. P. Ellis
Chapter X Chromone and its Benzo Derivatives (pages 557–580): G. P. Ellis
Chapter XI Alkylchromones (pages 581–631): G. P. Ellis
Chapter XII Hydroxychromones (pages 633–689): G. P. Ellis
Chapter XIII Alkoxychromones (pages 691–748): G. P. Ellis
Chapter XIV Halochromones (pages 749–779): G. P. Ellis
Chapter XV Nitrochromones (pages 781–798): G. P. Ellis
Chapter XVI Aminochromones (pages 799–854): G. P. Ellis
Chapter XVII Ketonic Chromones (pages 855–901): G. P. Ellis
Chapter XVIII Chromone Carbonitriles and Tetrazole Derivatives (pages 903–920): G. P. Ellis
Chapter XIX Chromone Carboxaldehydes (pages 921–942): G. P. Ellis
Chapter XX Chromone Carboxylic Acids and Their Derivatives (pages 943–1042): G. P. Ellis
Chapter XXI Bischromones and Bichromones (pages 1043–1083): G. P. Ellis
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Extra resources for Chemistry of Heterocyclic Compounds: Chromenes, Chromanones, and Chromones, Volume 31
40 ppm (7-OH). The postulated structure was supported* by the permanganate oxidation and The pyrolysis (Scheme 2) which gave 2,4-dihydroxy-6-methoxyacetophenone. 8). I. Flemingin A57(48), Flemingin B 57 (49), and Flemingin CS7(SO) R3 OH Me Me (48) R’ = OH, R2 = R3 = R4 = H (49) R’ = R4 = OH, R2 = R3 = H (50) R’ = R3 = OH, RZ= R4 = H The flemingin series of natural products is important for two reasons. Firstly, they are among the few natural benzopyrans that are not 2,2-dimethylsubstituted. Secondly, they are found in the seed pods of a Leguminosae (Flemingia rhodocarpa Baker) which is ground up to form a brown-red powder used as a cosmetic, a dye, and a drug called Wars which is sold in East Africa.
4H-1-Benzopyrans For 4H- 1-benzopyrans, limited data are available dealing mostly with the unsubstituted compound. 44 The NMR spectra of two substituted 4H- I-benzopyrans, 4,7-dimethyl-4Hhave 1-benzopyran and methyl 4-methoxy-4H-l-benzopyran-3-carboxylate, been published. 31 ppm (d, 3H, 4-Me,J= 7 H Z ) . ~~ C. Spirobenzopyrans Not much work has been done on the NMR spectra of spirobenzopyran compounds as a group. 2 ppm (lOH, Ar-H)18), only two main types of spirobenzopyrans have been studied. With ~ ~ .
5 ~ p mWith . 4= 11 H z ) . 68 ppm. 0 H z . 5-10 H z . ’ Here both the c - 2 and c - 3 protons are shifted upfield. 37,38In most cases a substituent in the 7-position shifts the 3- and 4-protons downfield less than the corresponding substituent in the 5position. The exception to this is 5- and 7-acetyloxy-2H-l-benzopyran, where the C-4 proton is very slightly upfield in the 7- as compared to the 5-isomer. The splitting of the aromatic proton is again characteristic. 8 H z . 43 When the number of substituents increases, the factors involved in chemical shifts also increase.
Chemistry of Heterocyclic Compounds: Chromenes, Chromanones, and Chromones, Volume 31 by Gwynn P. Ellis