Total Synthesis of Pyrrolnitrin. III. Synthesis of Ethyl 3-Aryl-5-methyl-2-pyrrolecarboxylate. (2)
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Cyclization of diethyl N-[1-methyl-3-(2-nitro-3- chlorophenyl)-3-oxopropylidene]-aminomalonate (XV) with polyphosphoric acid ethyl ester (PPE) gave ethyl 3-(2-nitro-3-chlorophenyl-5-methyl-2-pyrrolecarboxylate (XVI) in good yield. In such reaction, diethyl 3-(3-chlorophenyl)-5-methyl-2, 2-(2H)-pyrroledicarboxylate (XX) was obtained easily by ring-close of diethyl N-[1-methyl-3-(3-chlorophenyl)-3-oxopropylidene] aminomalonate (XVIII) with PPE. It may be concluded from this result that ethyl 3-aryl-5-methyl-2-pyrrolecarboxylate was prepared via the 2H-pyrrole compound from the corresponding enamine.
収録刊行物
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- CHEMICAL & PHARMACEUTICAL BULLETIN
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CHEMICAL & PHARMACEUTICAL BULLETIN 17 (3), 576-581, 1969
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390282679149970432
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- NII論文ID
- 110003620928
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- NII書誌ID
- AA00602100
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- ISSN
- 13475223
- 00092363
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- 本文言語コード
- en
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- データソース種別
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- JaLC
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- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可