Photoinduced electron transfer reactions of cyclopropanone acetal with conjugated enones in the presence of a redox-type photosensitizer

被引：14

作者：

Abe, M ^{[1
]}

Nojima, M ^{[1
]}

Oku, A ^{[1
]}

机构：

[1] KYOTO INST TECHNOL,DEPT CHEM & MAT TECHNOL,SAKYO KU,KYOTO 606,JAPAN

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 11期

关键词：

D O I：

10.1016/0040-4039(96)00155-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Photoreactions of the cyclopropanone acetal 1 with conjugated enones 2 in the presence of phenanthrene or pyrene as a redox-type photosensitizer gave the corresponding cross-coupling product 3 or mixtures of 3 with 5 in good yields together with the beta-carbonyl radical-dimer 4.

引用

页码：1833 / 1836

页数：4

共 16 条

[1] FORMATION OF UNSATURATED ESTERS IN THE SINGLE-ELECTRON TRANSFER-REACTION OF CYCLOPROPANONE ACETALS WITH QUINONES UNDER NONIRRADIATED CONDITIONS [J].

ABE, M ;

OKU, A .

TETRAHEDRON LETTERS, 1994, 35 (21) :3551-3554

[2] PHOTOINDUCED ELECTRON-TRANSFER REACTION OF CYCLOPROPANONE ACETALS WITH ARYLMETHYL METHANESULFONATE - GENERATION OF BETA-KETO RADICAL SPECIES AND APPLICATION TO C-C BOND FORMATION [J].

ABE, M ;

OKU, A .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (14) :1673-1674

[3] OXIDATIVE RING-OPENING REACTION OF CYCLOPROPANONE ACETALS WITH CARBONYL-COMPOUNDS VIA PHOTOINDUCED ELECTRON-TRANSFER - GENERATION OF A BETA-CARBONYL RADICAL SPECIES AND ITS APPLICATION TO THE SYNTHESIS OF GAMMA-HYDROXY ESTER DERIVATIVES [J].

ABE, M ;

OKU, A .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (10) :3065-3073

[4]

EGERTON PL, 1981, J AM CHEM SOC, V103, P3859, DOI 10.1021/ja00403a039

[5]

JURRIARD M, 1983, CHEM REV, V83, P425

[6] PHOTOSENSITIZATION BY REVERSIBLE ELECTRON-TRANSFER - THEORIES, EXPERIMENTAL-EVIDENCE, AND EXAMPLES [J].

KAVARNOS, GJ ;

TURRO, NJ .

CHEMICAL REVIEWS, 1986, 86 (02) :401-449

[7] REDOX-PHOTOSENSITIZED REACTIONS .7. AROMATIC HYDROCARBON-PHOTOSENSITIZED ELECTRON-TRANSFER REACTIONS OF FURAN, METHYLATED FURANS, 1,1-DIPHENYLETHYLENE, AND INDENE WITH P-DICYANOBENZENE [J].

MAJIMA, T ;

PAC, C ;

NAKASONE, A ;

SAKURAI, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (15) :4499-4508

[8]

MARIANO PS, 1993, ACCOUNTS CHEM RES, V25, P233

[9] PHOTOADDITION OF KETENE SILYL ACETALS TO ELECTRON-DEFICIENT ARYLALKENES VIA SINGLE-ELECTRON TRANSFER [J].

MIZUNO, K ;

TAKAHASHI, N ;

NISHIYAMA, T ;

INOUE, H .

TETRAHEDRON LETTERS, 1995, 36 (41) :7463-7466

[10]

MIZUNO K, 1994, TOP CURR CHEM, V169, P301

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