Synthesis and photolysis studies of carboxylic esters of 2-hydroxy-1,2,2-triphenylethanone: a novel tandem photocyclisation

被引：10

作者：

Ashraf, MA ^{[1
]}

Jones, MA ^{[1
]}

Kelly, NE ^{[1
]}

Mullaney, A ^{[1
]}

Snaith, JS ^{[1
]}

Williams, I ^{[1
]}

机构：

[1] Univ Birmingham, Sch Chem Sci, Birmingham B15 2TT, W Midlands, England

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 15期

关键词：

D O I：

10.1016/S0040-4039(03)00513-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Carboxylic esters of 2-hydroxy-1,2,2-triphenylethanone can be prepared in good yield by reaction between 2-chloro1,2,2-triphenylethanone and a carboxylic acid in the presence of silver carbonate and silver tetrafluoroborate. Irradiation of the ester with a medium pressure mercury lamp results in a rapid and quantitative photolysis to afford the carboxylic acid and benzo[b]phenanthro[9,10-d]furan. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：3151 / 3154

页数：4

共 16 条

[11] GROUND-STATE PHOTOCHEMICAL REACTIONS IN EPOXYPYRONE SERIES [J].

PADWA, A ;

HARTMAN, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (16) :3759-&

[12] PHOTOLABILE BENZOIN AND FUROIN ESTERS OF A BIOLOGICALLY-ACTIVE PEPTIDE [J].

PEACH, JM ;

PRATT, AJ ;

SNAITH, JS .

TETRAHEDRON, 1995, 51 (36) :10013-10024

[13] PHOTOLYSIS OF DESYL COMPOUNDS . NEW PHOTOLYTIC CYCLIZATION [J].

SHEEHAN, JC ;

WILSON, RM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (23) :5277-&

[14] EPOXYETHERS .6. A TRIPHENYL SUBSTITUTED EPOXYETHER [J].

STEVENS, CL ;

DEYOUNG, JJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (03) :718-720

[15] SPATIALLY-ADDRESSABLE IMMOBILIZATION OF MACROMOLECULES ON SOLID SUPPORTS [J].

SUNDBERG, SA ;

BARRETT, RW ;

PIRRUNG, M ;

LU, AL ;

KIANGSOONTRA, B ;

HOLMES, CP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (49) :12050-12057

[16] Infrared spectroscopy of enzyme reaction intermediates [J].

Wharton, CW .

NATURAL PRODUCT REPORTS, 2000, 17 (05) :447-453

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