1996 Fiscal Year Final Research Report Summary
DEVELOPMENT OF HIGHLY EFFICIENT BENZYNE TRANSFORMATION PROCESS USING HYPERVALENT IODINE COMPOUNDS
| Project/Area Number |
07804046
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
物質変換
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| Research Institution | KYUSHU UNIVERSITY |
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Principal Investigator |
KITAMURA Tsugio KYUSHU UNIVERSITY,FACULTY OF ENGINEERING,ASSOCIATE PROFESSOR, 工学部, 助教授 (00153122)
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| Co-Investigator(Kenkyū-buntansha) |
FUJIWARA Yuzo KYUSHU UNIVERSITY,FACULTY OF ENGINEERING,PROFESSOR, 工学部, 教授 (10029481)
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| Project Period (FY) |
1995 – 1996
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| Keywords | Hypervalent Iodine Compounds / Benzyne / Iodonium Salts |
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| Research Abstract |
We have prepared a new type of hypervalent iodine reagent, [o-(trimethylsilyl) phenyl] iodonium triflates, which bear a hyperleaving phenyliodonio group and a readily cleavable silyl group, and developed a highly efficient benzyne transformation process.
(1) The benzyne precursor, [o-(trimethylsilyl) phenyl] iodonium triflate, was prepared by using highly reactive hypervalent iodine reagents developed by us.
(2) Benzyne was readily generated in situ under very mild conditions by using Bu_4NF and KF.
(3) The generated benzyne as above was quantitatively trapped by furan, isobenzofuran, anthracene, cyclopentadienone, and so on. This reaction provides a highly efficient benzyne transformation process.
(4) Since the present reagent can be utilized under neutral conditions and at room temperature, it can be applied to the reactions with unstable azides and thiobenzophenones.
(5) Substituted benzyne precursors were prepared and investigated in order to find the utility.
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