Tetrahedron

Photochemistry of 7-acetoxybenzopyran derivatives. Synthesis of eupatoriochromene and encecalin

MA Miranda, J Primo, R Tormos

Index: Miranda, Miguel A.; Primo, Jaime; Tormos, Rosa Tetrahedron, 1989 , vol. 45, # 23 p. 7593 - 7600

Full Text: HTML

Citation Number: 7

Abstract

The photolysis of the 7-acetoxybenzopyran derivatives 1a-5a has been carried out. Chromene 1a was found to undergo extensive photopolymerization. Chromanone 2a underwent a rather inefficient photo-Fries rearrangement to the 6-and 8-acetyl derivatives 2b and 2c. Diacetoxychromene 3a gave the unsaturated ketone 8 as the main product, besides its deacetylation analogue 9 and chromanone 11. Diacetoxychroman 4a afforded a ...

Related Articles:

Natural product derived antiprotozoal agents: synthesis, biological evaluation, and structure–activity relationships of novel chromene and chromane derivatives

[Harel, Dipak; Khalid, Sami A.; Kaiser, Marcel; Brun, Reto; Wuensch, Bernhard; Schmidt, Thomas J. Journal of Ethnopharmacology, 2011 , vol. 137, # 1 p. 620 - 625]

An elegant synthesis of some naturally occurring linear acetylchromenes: eupatoriochromene, methyleupatoriochromene (encecalin); evodionol and methylevodionol

[Ahluwalia, V. K.; Prakash, Chandra; Gupta, Ranjna Tetrahedron, 1982 , vol. 38, # 5 p. 609 - 611]

The first asymmetric total synthesis of several 3, 4-dihydroxy-2, 2-dimethyl-chroman derivatives

[Wang, Qiaoling; She, Xuegong; Ren, Xinfeng; Ma, Junying; Pan, Xinfu Tetrahedron Asymmetry, 2004 , vol. 15, # 1 p. 29 - 34]

A novel strategy for the synthesis of Benzofuran skeleton neolignans: application to ailanthoidol, XH-14, and obovaten

[Sogawa, Akihiro; Tsukayama, Masao; Nozaki, Hiroshi; Nakayama, Mitsuru Heterocycles, 1996 , vol. 43, # 1 p. 101 - 111]

Anti-AIDS agents 83. Efficient microwave-assisted one-pot preparation of angular 2, 2-dimethyl-2H-chromone containing compounds

[Zhou, Ting; Shi, Qian; Lee, Kuo Hsing Tetrahedron Letters, 2010 , vol. 51, # 33 p. 4382 - 4386]

More Articles...