Hydroboronation process

Organic compounds -- part of the class 532-570 series – Organic compounds – Borate esters

Reexamination Certificate

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Reexamination Certificate

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07122694

ABSTRACT:
The invention relates to processes for the synthesis of aryl or alkene borates which comprises reacting: (i) an olefinic compound having a halogen or halogen-like substituent in a vinylic substitution position, or (ii) an aromatic ring having a halogen or halogen-like substituent in a ring substitution position, with a disubstituted monohydroborane in the presence of a Group 8–11 metal catalyst. The invention also relates to the use of these borates in coupling reactions. The invention further relates to certain disubstituted monohydroboranes and aryl or alkene borates.

REFERENCES:
patent: 3383401 (1968-05-01), Woods et al.
patent: 1536699 (1968-08-01), None
patent: WO 98 45265 (1998-09-01), None
patent: WO 98/45265 (1998-10-01), None
patent: WO 98/58935 (1998-12-01), None
patent: WO 99/12940 (1999-03-01), None
CA:129:216422 abs of WO 9837068 Aug. 27, 1998.
CA:102:76929 abs of Chemiker-Zeitung by Dallacker et al 108(9) pp. 287-288 1984.
CA:92:226117 abs of journal of Chromatography 186 pp. 307-316 1979.
CA:129:149097 abs of WO 9831688 Jul. 1998.
CA:116:234731 abs of Tetrahedron: Asymmetry by Kawate et al 3(2) pp. 227-230 1992.
Juliette et al., Transition Metal Catalysis in Fluorous Media: Practical Application of a New Immobilization Principle to Rhodium-Catalyzed Hydroborations of Alkenes and Alkynes, J. Am. Chem. Soc.; (Article); 1999; 121(12); 2696-2704.
Westcott et al., New homogeneous rhodium catalysts for the regioselective hydroboration of alkenes, J. Am. Chem. Soc.; 1992; 114(23); 8863-8869.
Murata M. et al., Novel palladium (O)-catalyzed coupling reaction of dialkoxyborane with aryl halides; convenient synthetic route to arylboronates, J. Org. Chem., 1997, 62(19), 6458-6459.
Bello-Ramirez MA et al., Dioxaborolanes and borates derived from 2,3-butanediol, mandelic acid and quinic acid [1], Heteroat Chem, 1993, 4(6), 613-620 & Chemical Abstract 120:323631.
Gamble MP et al., Design, synthesis and applications of a ketone reduction catalyst containing a phosphinamide combined with a dioxaborolidine unit, Tetrahedron Asymmetry, 1996, 7(11), 3071-3076 & Chemical Abstract 126:60028.
Matteson DS et al., synthesis and properites of pinanediol α-amido boronic esters, Organometallics, 1984, 3(8), 3(8), 1284-1288 & Chemical Abstract 101:111361.
Burgess K et al., Ruthenium-catalyzed hydroboration of alkenes, Organometallics, 1993, 12(10), 4197-4200 & Chemical Abstract 119:249249.
Fish RH, The addition of 4,4,6-trimethyl-1,3,2-dioxaborinane to allenes, J. Am. Chem. Soc., 1968, 90(16), 4435-4439 & chemical Abstract 69:85901.
Chemical Abstract 129:216633 (JP 102112279A2) Aug. 11, 1998.
Chemical Abstract 116:128127 & Arase A et al., Lithium triethylborohydride-promoted hydroboration of alkenes with dialkoxyboranes, J. Chem. Soc. Chem. Comm., 1992, (1), 51-52.
Database CA 'Online! Chemical Abstracts Service, Columbus, Ohio, US; Dallacker, Franz et al., “Preparation of 1,3-benzodioxole boron compounds” retrieved from STN Database accession No. 102:78929 CA, XP002202094, Abstract, & Chem.-ZTG. (1984), 108(9), 287-8 1984.
Database Crossfire Beilstein 'Online! Beilstein Institut zur Forderung der Chemischen Wissenschaften, Frankfurt am Main, DE; Database accession No. Reaction ID 7840619, XP002202095, Abstract, & Bamford: Forham: Sci Monogr., vol. 13, 1961, pp. 320-322.
Ishiyama T. et al., “Synthesis of Arylboronates via the Palladium(0)-Catalyzed Cross- Coupling Reaction of Tetra(Alkoxo)Diborons with Aryl Triflates”, Tetrahedron Letters, Elsevier Science Publishers, Amsterdam, NL., vol. 38, No. 19, May 12, 1997, pp. 3447-3450, XP000686267.
CA:102:78929 abs of Chemiker-Zeitung by Dallacker et al. 108(9) pp. 287-288 1984.
CA:116:234731 abs of Tetrahedron: asymmetry by Kawate et al. 3(2) pp. 227-230 1992.
Database CA, 'Online! Chemical Abstracts Service, Columbus, Ohio, US; Dallacker, Franz et al., “Preparation of 1,3-benzodioxole boron compounds” retrieved from STN Database accession No. 102:78929 CA XP002202094, Abstract, & Chem.-ZTG. (1984), 108(9), 287-8, 1984.
Database Crossfire Beilstein 'Online! Beilstein Institut zur Forderung der Chemischen Wissenschaften, Frankfurt am Main, DE; Database accession No. Reaction ID 7840619, XP002202095, Abstract, & Bambord; Forham: SCI Monogr., vol. 13, 1961, pp. 320-322.
Ishiyama T. et al., “Synthesis of Arylboronates via the Palladium(0)-Catalyzed Cross-Coupling Reaction of Tetra(Alkoxo)Diborons with Aryl Triflates”, Tetrahedron Letters, Elsevier Science Publishers, Amsterdam, NL., vol. 38, No. 19, May 12, 1997, pp. 3447-3450 ISSN 0040-4039, Table 1.

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