✦ LIBER ✦

An improved synthesis of fused 1,2,3-benzothiadiphospholes and a proposed reaction pathway

✍ Scribed by Graziano Baccolini; Marco Beghelli; Carla Boga

Publisher: John Wiley and Sons
Year: 1997
Tongue: English
Weight: 240 KB
Volume: 8
Category: Article
ISSN: 1042-7163
DOI: 10.1002/(sici)1098-1071(1997)8:6<551::aid-hc15>3.0.co;2-q

No coin nor oath required. For personal study only.

✦ Synopsis

A fresh look has been taken at the reaction of PCl 3 with thioanisole 1b and AlCl 3 that gives, after treatment with water, the title compounds cis-2b in 38% yield together with small amounts of the isomeric cis-3b (2%). The course of this reaction has been studied by 31 P-NMR spectroscopy. A multistep pathway, governed by the formation of several AlCl 3 complexes with sulfur and phosphorus containing intermediates, has been proposed. The crucial step of this reaction is very reasonably an intramolecular electrocyclic ring closure of a diphosphane intermediate. From this plausible mechanism, an improved procedure that gives only the cis-2b isomer in 42% yield has been realized. In addition, an alternative synthesis using p-thiocresol that gives compounds cis-2b and cis-3b in a ratio of about 2:1 has been effected.

📜 SIMILAR VOLUMES

Synthesis and characterization of [(Me3S

Synthesis and characterization of [(Me3SiCH2)2GaP(SiMe3)2]2, an example of a gallium-phosphorus dimer obtainable only through an indirect reaction pathway

✍ Richard L. Wells; Edward E. Foos; Ryan A. Baldwin; Arnold L. Rheingold; Glenn P. 📂 Article 📅 1998 🏛 John Wiley and Sons 🌐 English ⚖ 160 KB

The dimeric gallium-phosphorus compound [(Me 3 Si-CH 2 ) 2 GaP(SiMe 3 ) 2 ] 2 (1) was prepared from the 1:1 mole ratio lithium-halide elimination reaction of (Me 3 SiCH 2 ) 2 GaP(SiMe 3 ) 2 Ga(CH 2 SiMe 3 ) 2 Cl with LiP-(SiMe 3 ) 2 in benzene solution and has been characterized through multinuclear

Reaction of 4-aryl-3-thiosemicarbazides

Reaction of 4-aryl-3-thiosemicarbazides with carbon disulfide: A facile synthesis of 2,3-dihydrothiazoles and their fused derivatives

✍ Rafat M. Mohareb; Sherif M. Sherif 📂 Article 📅 1997 🏛 John Wiley and Sons 🌐 English ⚖ 203 KB 👁 1 views

The reaction of 3-aryl-3-thiosemicarbazides 1a-d with carbon disulfide in alkaline medium affords the nonisolable sulfide salts 2a-d. The latter undergo in situ heterocyclization with some ␣-halogenated compounds, e.g., 3a,b and 13, to afford polyfunctionally substituted 2,3-dihydrothiazoles 4a-e an

Synthesis and Antibacterial Activity of

Synthesis and Antibacterial Activity of Fused 1, 2, 4-Triazolo[4, 3-a]quinoxaline and Oxopyrimido[2′, 1′:5, 1]-1, 2, 4-triazolo[4, 3-a]quinoxaline Derivatives

✍ Magda Nasr Ahmed Nasr 📂 Article 📅 2002 🏛 John Wiley and Sons 🌐 English ⚖ 91 KB 👁 2 views

1,2,3,5-Tetrahydro-1,2,3-methenopentalen

1,2,3,5-Tetrahydro-1,2,3-methenopentalene, a Valence Isomer of Isoindene: Synthesis and Diels–Alder Reactions

✍ Thomas Fischer; Ulrike Kunz; Sarah E. Lackie; Carsten Cohrs; Daniel D. Palmer; M 📂 Article 📅 2002 🏛 John Wiley and Sons 🌐 English ⚖ 90 KB

Domino Reaction of Acyclic α,α-Dialkenoy

Domino Reaction of Acyclic α,α-Dialkenoylketene S,S-Acetals and Diamines: Efficient Synthesis of Tetracyclic Thieno[2,3-b]thiopyran-Fused Imidazo[1,2-a]pyridine/Pyrido[1,2-a]pyrimidines

✍ Fushun Liang; Jiqing Zhang; Jing Tan; Qun Liu 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 English ⚖ 131 KB

A New Performance of the Reaction of PCl

A New Performance of the Reaction of PCl3/AlCl3 with Anisoles − One-Pot and Multi-Step Syntheses of a New Fused-Ring System [1,2,3]Benzoxadiphospholo[2,3-b][1,2,3]benzoxadiphosphole

✍ Graziano Baccolini; Michele Bazzocchi; Carla Boga 📂 Article 📅 2001 🏛 John Wiley and Sons 🌐 English ⚖ 307 KB 👁 1 views