公开(公告)号：US11078136B2

公开(公告)日：2021-08-03

申请号：US16616615

申请日：2018-05-25

Applicant: The Scripps Research Institute ,  Hyconix, Inc.

Inventor： Roy A. Periana ,  Brian G. Hashiguchi ,  Michael M. Konnick

IPC: C07C5/50 ,  C07C29/132 ,  C07C29/50 ,  C07C31/20

Abstract: Provided is a process for converting an alkane to an alkene. The process comprises (a) contacting the alkane and either (i) an oxidizing electrophile comprising a main group element in oxidized form, or (ii) an oxidant and a reduced form of the oxidizing electrophile, in a liquid medium comprising an oxygen acid and optionally one or more additives selected from a non-oxidizable liquid, a salt additive, a Lewis acid, and water, to provide an oxidized intermediate and a reduced form of the oxidizing electrophile; (b) optionally separating the oxidized intermediate and the reduced form of the oxidizing electrophile; and (c) performing an elimination reaction on the oxidized intermediate to provide the alkene and the oxygen acid.

公开(公告)号：US10011547B2

公开(公告)日：2018-07-03

申请号：US15506583

申请日：2015-08-25

Applicant: The Scripps Research Institute

Inventor： Roy A. Periana ,  Michael M. Konnick ,  Brian G. Hashiguchi

IPC: C07C69/34 ,  C07C29/48 ,  C07C53/18 ,  C07C67/055 ,  C07C67/12 ,  C07C29/72

CPC classification number: C07C29/48 ,  C07C29/72 ,  C07C51/54 ,  C07C53/18 ,  C07C67/035 ,  C07C67/05 ,  C07C67/055 ,  C07C67/12 ,  C07C71/00 ,  C07C2523/08 ,  C07C2523/14 ,  C07C2523/16 ,  C07C2523/70 ,  Y02P20/582 ,  C07C69/63

Abstract: Provided are methods and materials for the functionalization of a heteroalkane or arene using an oxidizing electrophile as a stoichiometric agent or catalyst. The reaction involves the replacement of a hydrogen atom on an sp3-hybridized carbon atom of the heteroalkane or of a hydrogen atom on an sp2-hybridized carbon atom of the arene. A main group element organometallic intermediate is formed that undergoes further conversion to a functionalized heteroalkane or arene.

公开(公告)号：US10858301B2

公开(公告)日：2020-12-08

申请号：US16616626

申请日：2018-05-25

Applicant: The Scripps Research Institute ,  Hyconix, Inc.

Inventor： Roy A. Periana ,  Brian G. Hashiguchi ,  Michael M. Konnick

IPC: C07C29/50 ,  C07C29/132 ,  C07C5/50 ,  C07C31/20

Abstract: Provided is a process for oxidizing an alkene. The process comprises contacting an alkene, and either an oxidizing electrophile comprising a main group element in oxidized form or an oxidant and a reduced form of the oxidizing electrophile, in a liquid medium comprising an oxygen acid and optionally one or more additives selected from a non-oxidizable liquid, a salt additive, a Lewis acid, and water, to provide an oxygenate and a reduced form of the oxidizing electrophile. The process optionally further comprises separating the oxygenate and the reduced form of the oxidizing electrophile. The oxygenate can be further hydrolyzed to form an alcohol, diol, or polyol.

公开(公告)号：US09505714B2

公开(公告)日：2016-11-29

申请号：US14910275

申请日：2014-08-06

Applicant: The Scripps Research Institute

Inventor： Roy A. Periana ,  Michael M. Konnick ,  Brian G. Hashiguchi

IPC: C07C45/00 ,  C07C395/00 ,  C07C1/00 ,  C07C209/00 ,  C07C319/00 ,  C07F7/00 ,  C07C391/00 ,  C07C1/32 ,  C07C319/02 ,  C07C319/14 ,  C07C17/093 ,  C07B39/00 ,  C07B41/06 ,  C07B43/04 ,  C07B45/00 ,  C07B47/00 ,  C07C209/22 ,  C07C231/10 ,  C07F7/22 ,  C07F9/50

CPC classification number: C07C395/00 ,  C07B39/00 ,  C07B41/06 ,  C07B43/04 ,  C07B45/00 ,  C07B47/00 ,  C07C1/321 ,  C07C17/093 ,  C07C45/00 ,  C07C209/22 ,  C07C231/10 ,  C07C319/02 ,  C07C319/14 ,  C07C391/00 ,  C07F7/2208 ,  C07F9/5004 ,  C07C321/04 ,  C07C321/14 ,  C07C11/02

Abstract: The invention provides processes and materials for the efficient and costeffective functionalization of alkanes and heteroalkanes, comprising contacting the alkane or heteroalkane and a soft oxidizing electrophile comprising Se(VI) or Te(VI), in an acidic medium, optionally further comprising an aprotic medium, which can be carried out at a temperature of less than 300 C. Isolation of the alkylselenium or alkyltellurium intermediate allows the subsequent conversion to products not necessarily compatible with the initial reaction conditions, such as amines, stannanes, organosulfur compounds, acyls, halocarbons, and olefins.

Abstract translation: 本发明提供用于烷烃和杂烷烃的有效和成本有效的功能化的方法和材料，包括在酸性介质中使烷烃或杂烷烃与包含Se（VI）或Te（VI）的软氧化亲电试剂接触，任选地还包含非质子介质 可以在小于300℃的温度下进行。烷基硒或烷基碲中间体的分离允许随后转化成与初始反应条件不一致的产物，例如胺，锡烷，有机硫化合物，酰基，卤代烃， 和烯烃。