2.24 Pyrans and Fused Pyrans: (Iii) Synthesis and Applications

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2.

24
Pyrans and Fused Pyrans: (iii) Synthesis
and Applications
J. D. HEPWORTH
Preston Polytechnic

2.24.1 INTRODUCTION 738


2.24.2 PYRANS AND FUSED PYRANS 738
2.24.2.1 2H-Pyrans 739
2.24.2.1.1 Formation of one bond 739
2.24.2.1.2 From a preformed heterocyclic ring 740
2.24.2.2 2H-Chromenes (2H-1-Benzopyrans) 741
2.24.2.2.1 Formation of one bond 741
2.24.2.2.2 From other heterocycles 753
2.24.2.2.3 From a preformed heterocyclic ring 754
2.24.2.3 4H-Pyrans 756
2.24.2.3.1 Formation of one bond 757
2.24.2.3.2 Formation of two bonds 760
2.24.2.3.3 From other heterocycles 760
2,24.2.3.4 From a preformed heterocyclic ring 761
2.24.2.4 4H-Chromenes (4H-1-Benzopyrans) 763
2.24.2.4.1 Formation of one bond 763
2.24.2.4.2 Formation of two bonds 764
2.24.2.4.3 From other heterocycles 764
2.24.2.4.4 From a preformed heterocyclic ring 764
2.24.2.5 lH-Isochromenes (lH-2-Benzopyrans) 765
2.24.2.5.1 Formation of one bond 766
2.24.2.5.2 From other heterocycles 767
2.24.2.5.3 From a preformed heterocyclic ring 161
2.24.2.6 Xanthenes (Dibenzo[b,e]pyrans) 767
2.24.2.6.1 Formation of one bond 767
2.24.2.6.2 Formation of two bonds 767
2.24.2.6.3 From a preformed heterocycle 768
2.24.2.7 Reduced Pyrans 769
2.24.2.7.1 Dihydropyrans 769
2.24.2.7.2 Tetrahydropyrans 114
2.24.2.7.3 Chromans (dihydrobenzopyrans) 778
2.24.2.7.4 Isochromans (dihydro-2-benzopyrans) 787
2.24.3 PYRANONES AND FUSED PYRANONES 789
2.24.3.1 Pyran-2-ones (2-Pyrones) 789
2.24.3.1.1 Formation of one bond 789
2.24.3.1.2 Formation of two bonds 796
2.24.3.1.3 From other heterocycles 797
2.24.3.1.4 From a preformed heterocycle 798
2.24.3.2 Coumarins (2H-l-Benzopyran-2-ones) 799
2.24.3.2.1 Formation of one bond 799
2.24.3.2.2 From other heterocycles 809
2.24.3.2.3 From a preformed heterocycle 809
2.24.3.3 Pyran-4-ones 810
2.24.3.3.1 Formation of one bond 811
2.24.3.3.2 Formation of two bonds 814
2.24.3.3.3 From other heterocycles 814
2.24.3.3.4 From a preformed heterocyclic ring 815
2.24.3.4 Chromones (4H-l-Benzopyran-4-ones) 816
2.24.3.4.1 Formation of one bond 816
2.24.3.4.2 From other heterocycles 827
2.24.3.4.3 From a preformed heterocycle 828
737

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