Mercury in organic chemistry. 26. Synthesis of heterocycles via intramolecular solvomercuration of aryl acetylenes

RC Larock, LW Harrison

文献索引：Larock, Richard C.; Harrison, L. Wayne Journal of the American Chemical Society, 1984 , vol. 106, # 15 p. 4218 - 4227

全文：HTML全文

被引用次数: 133

摘要

Abstract: A number of ortho substituted aryl acetylenes, o-CH3XC6H4YC= CR (X= 0, S, CO,; Y=-, CO), have been observed to undergo facile intramolecular solvomercuration with mercuric acetate in acetic acid to afford the corresponding benzofuran, benzothiophene, isocoumarin, and chromone organomercuric chlorides, after aqueous sodium chloride workup. The aryl acetylenes m-XC6H4YCH2C== CR (X= H, Y= 0, R= CH,; X= CH30, Y= ...

~89%

~16%

~88%

~54%

~97%

Intramolecular Direct Arylation of 3-Halo-2-pyrones and 2-Co...

[Kapdi, Anant R.; Karbelkar, Amruta; Naik, Minal; Pednekar, Suhas; Fischer, Christian; Schulzke, Carola; Tromp, Moniek RSC Advances, 2013 , vol. 3, # 43 p. 20905 - 20912]

Efficient Synthesis of Benzofurans Utilizing [3, 3]??Sigmatr...

[Takeda, Norihiko; Miyata, Okiko; Naito, Takeaki European Journal of Organic Chemistry, 2007 , # 9 p. 1491 - 1509]

An efficient synthesis of coumestrol and coumestans by iodoc...

[Yao, Tuanli; Yue, Dawei; Larock, Richard C. Journal of Organic Chemistry, 2005 , vol. 70, # 24 p. 9985 - 9989]

Total syntheses of three natural products, vignafuran, 2-(4-...

[Hiroya, Kou; Suzuki, Naoyuki; Yasuhara, Akito; Egawa, Yuya; Kasano, Atsushi; Sakamoto, Takao Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 24 p. 4339 - 4346]

Naturally occurring plant coumarins

[Mali, R. S.; Tilve, S. G. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1988 , vol. 27, # 1-12 p. 465]