Synthesis of new tricyclic mesoionic amides via photochemical conversion of a 5-azido-1-mesityl-3-phenyltetrazolium salt

被引：8

作者：

Araki, S ^{[1
]}

Hattori, H ^{[1
]}

Yamamura, H ^{[1
]}

Kawai, M ^{[1
]}

机构：

[1] Nagoya Inst Technol, Dept Appl Chem, Showa Ku, Nagoya, Aichi 4668555, Japan

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2000年 / 37卷 / 05期

关键词：

D O I：

10.1002/jhet.5570370517

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New mesoionic amides 4 and 5 with novel tricyclic ring systems have been synthesized by the photolysis of a 5-azido-1-mesityl-3-phenyltetrazolium salt 1c via the corresponding triplet nitrene intermediate. The structure of 5 has been determined by X-ray crystallography.

引用

页码：1129 / 1134

页数：6

共 11 条

[1] Photochemistry of mesoionic compounds.: Photochemical conversion of 5-azido-1,3-diaryltetrazolium salts to novel tricyclic mesoions with a tetrazolo[1,5-a]benzimidazole skeleton [J].

Araki, S ;

Hattori, H ;

Shimizu, N ;

Ogawa, K ;

Yamamura, H ;

Kawai, M .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1999, 36 (04) :863-867

[2]

BEURSKENS PT, 1992, DIRDIF92 U NIJM CRYS

[3] SIR88 - A DIRECT-METHODS PROGRAM FOR THE AUTOMATIC SOLUTION OF CRYSTAL-STRUCTURES [J].

BURLA, MC ;

CAMALLI, M ;

CASCARANO, G ;

GIACOVAZZO, C ;

POLIDORI, G ;

SPAGNA, R ;

VITERBO, D .

JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1989, 22 :389-393

[4]

HAJOS G, 1996, COMPREHENSIVE HETERO, V8, P465

[5]

HARRIS PA, 1996, COMPREHENSIVE HETERO, V9, P651

[6] CRYSTAL AND MOLECULAR-STRUCTURES OF SYDNONES, 4,5-DIPHENYLISOSYDNONE, AND MESOIONIC TETRAZOLES [J].

KING, TJ ;

PRESTON, PN ;

SUFFOLK, JS ;

TURNBULL, K .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1979, (12) :1751-1757

[7] COMPETITIVE CYCLIZATIONS OF SINGLET AND TRIPLET NITRENES .5. MECHANISM OF CYCLIZATION OF 2-NITRENOBIPHENYLS AND RELATED SYSTEMS [J].

LINDLEY, JM ;

MCROBBIE, IM ;

METHCOHN, O ;

SUSCHITZKY, H .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (19) :2194-2204

[8]

LINDLEY JM, 1976, TETRAHEDRON LETT, P4513

[9]

MCROBBIE IM, 1976, TETRAHEDRON LETT, P929

[10]

MCROBBIE IM, 1976, TETRAHEDRON LETT, P925

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