Application of organolithium and related reagents in synthesis. Part 13. Synthetic strategies based on aromatic metallation. A concise regiospecific conversion of benzoic acids into 4-hydroxy-1-arylnaphthalenes

DOI: 10.1016/S0040-4020(01)80334-3

Source and publish data:

Tetrahedron p. 929 - 938 (1993)

Update date:2022-08-05

Topics: Synthesis Conversion Reagents Concise Regiospecific Organolithium Benzoic acids

Authors:

Epsztajn, Jan

Jozwiak, Andrzej

Szczesniak, Aleksandra K.

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1016/S0040-4020(01)80334-3

The synthesis of the 3-unsubstituted phthalides (5) and their conversion into 1-hydroxy-1-arylphthalans (8), very useful precursors of isobenzofurans (10) and subsequent cycloaddition of them to dimethyl acetylenedicarboxylate as a way of regiospecific transformation of benzoic acids into dimethyl 4-hydroxy-1-(2-methoxyphenyl)naphthalene-2,3-dicarboxylates (12) (biaryls highly substituted around the axis), is described.

Full text of DOI:10.1016/S0040-4020(01)80334-3

Products guided by the article

Product name:7-chloro-3-hydroxy-2-phenyl-2,3-dihydro-1H-isoindol-1-one

Cas No:146516-81-6

R&D Labs maybe for 146516-81-6

Taizhou Chenyi chemical co. LTD,

Contact:13736652831

Address:NO.273 SHANGHAI SOUTH STREET,LUQIAO DISTRICT,ZHEJIANG PROVINCE,CHINA.
KangZhiYuan Pharmaceutical Company Limited

Contact:(Sabrina)86-20-85273232

Address:4th floor, building B, Dadi industry zone, Tangxia, Tianhe, Guangzhou, China
Beijing Mediking Biopharm Co., Ltd.

Contact:+86-10-89753524/81760121/81769521

Address:Hongxianghong Incubator, Beiqijia Town, Changping district, Beijing, China
NanJing KaiHeng Chemical CO., LTD.

Contact:+86-25-85768391

Address:RM.1704, D, WANDA PLAZA, NO.110, MIDDLE JIANGDONG ROAD, NANJING, CHINA
Sino-Japan Chemical Co., Ltd.

website:http://www.sjc.com.tw

Contact:(886) 2-2396-6223

Address:14Fl., No. 99. Sec. 2, Jen Ai Road

Relevant to this article

Stabilization of the Monoanion of 1,8-Diaminonaphthalene by Intramolecular Hydrogen Bonding. A Novel Case of Amide Ion Homoconjugation in a Superbase Solution

Doi:10.1021/ja00365a075
(1982)
Synthesis of Allenes via Palladium-Catalyzed Hydrogen-Transfer Reactions: Propargylic Amines as an Allenyl Anion Equivalent

Doi:10.1021/ja039175+
(2004)
Design, synthesis, and pharmacology of 3-substituted sodium azulene-1- sulfonates and related compounds: Non-prostanoid thromboxane A₂ receptor antagonists

Doi:10.1021/jm00059a001
(1993)
Copper-Catalyzed Enantioselective Synthesis of β-Boron β-Amino Esters

Doi:10.1021/acs.orglett.7b02784
(2017)
Conformationally restrained β-blocking oxime ethers: synthesis and β-adrenergic properties of diastereisomeric anti and syn 2-(5'-isoxazolidinyl)ethanolamines

Doi:10.1016/0223-5234(92)90110-M
(1992)
Synthesis and characterization of diphenylglyoximato cobalt(III) complexes. The molecular structures of trans-bis(diphenylglyoximato)(alkyl)(pyridine)cobalt(III), with alkyl = CH ₂SiMe₃, CH₂CMe₃ and CF₃

Doi:10.1016/S0277-5387(03)00408-X
(2003)

Article Doi