公开(公告)号：US07119232B2

公开(公告)日：2006-10-10

申请号：US11086723

申请日：2005-03-22

Applicant: G. K. Surya Prakash ,  Jinbo Hu ,  George A. Olah ,  Ying Wang

Inventor： G. K. Surya Prakash ,  Jinbo Hu ,  George A. Olah ,  Ying Wang

IPC: C07C317/14

CPC classification number: C07C43/225 ,  C07C17/361 ,  C07C41/18 ,  C07C315/04 ,  C07C22/08 ,  C07C317/14 ,  C07C317/18

Abstract: (Benzenesulfonyl)difluoromethyl anion, in situ generated from difluoromethyl phenyl sulfone and a base, was found to easily undergo nucleophilic substitution reactions (SN2) with primary alkyl halides, elemental halogens, and perfluoroalkyl halides with good selectivity. The formed (benzenesufonyl)difluoromethylalkanes are useful intermediates for the facile preparation of 1,1-difluoro-1-alkenes and difluoromethylalkanes. Thus, difluoromethyl phenyl sulfone acts as both “CF2═” and “CF2H−” synthons

Abstract translation: 由二氟甲基苯基砜和碱原位产生的（苯磺酰基）二氟甲基阴离子被发现易于用伯烷基卤，元素卤素和全氟烷基卤化物进行亲核取代反应（S N 2 N 2） 选择性。 形成的（苯磺酰基）二氟甲基烷烃是易于制备1,1-二氟-1-烯烃和二氟甲基烷烃的有用中间体。 因此，二氟甲基苯基砜作为“CF 2” - “和”CF 2 - H“ - ”

公开(公告)号：US20060052643A1

公开(公告)日：2006-03-09

申请号：US11086723

申请日：2005-03-22

Applicant: G. K. Prakash ,  Jinbo Hu ,  George Olah ,  Ying Wang

Inventor： G. K. Prakash ,  Jinbo Hu ,  George Olah ,  Ying Wang

IPC: C07C317/14

CPC classification number: C07C43/225 ,  C07C17/361 ,  C07C41/18 ,  C07C315/04 ,  C07C22/08 ,  C07C317/14 ,  C07C317/18

Abstract: (Benzenesulfonyl)difluoromethyl anion, in situ generated from difluoromethyl phenyl sulfone and a base, was found to easily undergo nucleophilic substitution reactions (SN2) with primary alkyl halides, elemental halogens, and perfluoroalkyl halides with good selectivity. The formed (benzenesufonyl)difluoromethylalkanes are useful intermediates for the facile preparation of 1,1-difluoro-1-alkenes and difluorometbylalkanes. Thus, difluoromethyl phenyl sulfone acts as both “CF2═” and “CF2H−” synthons.

Abstract translation: 由二氟甲基苯基砜和碱原位产生的（苯磺酰基）二氟甲基阴离子被发现易于用伯烷基卤，元素卤素和全氟烷基卤化物进行亲核取代反应（S N 2 N 2） 选择性。 形成的（苯磺酰基）二氟甲基烷烃是易于制备1,1-二氟-1-烯烃和二氟甲基烷烃的有用中间体。 因此，二氟甲基苯基砜作为“CF 2” - “和”CF 2 - H“ - ”

公开(公告)号：US06872855B1

公开(公告)日：2005-03-29

申请号：US10721423

申请日：2003-11-26

Applicant: G. K. Surya Prakash ,  Mian M. Alauddin ,  Jinbo Hu ,  Peter S. Conti ,  George A. Olah

Inventor： G. K. Surya Prakash ,  Mian M. Alauddin ,  Jinbo Hu ,  Peter S. Conti ,  George A. Olah

IPC: C07C45/51 ,  C07C49/80 ,  C07C49/813 ,  C07C45/00 ,  G06K9/00 ,  G21G1/06

CPC classification number: C07C49/813 ,  C07C45/511 ,  C07C49/80

Abstract: The present invention is directed to a convenient method of synthesizing radiolabeled α-trifluoromethyl ketones by a fluorination reaction. The present invention also relates to imaging agents and markers for identifying cell proliferation, or viral infection. The markers and imaging agents including the radiolabeled α-trifluoromethyl ketones that are prepared by the present method.

Abstract translation: 本发明涉及通过氟化反应合成放射性标记的α-三氟甲基酮的方便方法。 本发明还涉及用于鉴定细胞增殖或病毒感染的成像剂和标记物。 包括通过本发明方法制备的放射性标记的α-三氟甲基酮的标记物和成像剂。

公开(公告)号：US07087789B2

公开(公告)日：2006-08-08

申请号：US10755902

申请日：2004-01-12

Applicant: G. K. Surya Prakash ,  Jinbo Hu ,  George A. Olah

Inventor： G. K. Surya Prakash ,  Jinbo Hu ,  George A. Olah

IPC: C07C319/00

CPC classification number: C07D307/42 ,  C07C29/38 ,  C07C319/14 ,  C07C2603/74 ,  C07C323/03 ,  C07C33/46 ,  C07C31/38 ,  C07C35/52

Abstract: A novel, convenient and efficient method for trifluoromethylation of substrate compounds is disclosed. Particularly, alkoxide and hydroxide induced nucleophilic trifluoromethylation of carbonyl compounds, disulfides and other electrophiles, using phenyl trifluoromethyl sulfone PhSO2CF3 (or sulfoxide PhSOCF3) is disclosed. A method of both symmetrical and unsymmetrical anti-2,2-difluoropropan-1,3-diols with high diastereoselectivity (up to 94% de) is disclosed using difluoromethyl phenyl sulfone. This unusual type of high diastereoselectivity was obtained via an intramolecular charge-charge repulsion effect rather than the traditional steric control (based on the Cram's rule). Thus, difluoromethyl phenyl sulfone can be used as a novel difluoromethylene dianion species (“−CF2−”), which can couple two electrophiles (such as diphenyl disulfide or non-enolizable aldehydes) to give new difluoromethylenated products.

Abstract translation: 公开了一种用于底物化合物三氟甲基化的新颖，方便和有效的方法。 特别地，使用苯基三氟甲基砜PhSO 2 CF 3 N 3（或亚砜PhSOCF 3 N 3），烷氧基和氢氧化物诱导羰基化合物，二硫化物和其它亲电子试剂的亲核三氟甲基化 >）被公开。 使用二氟甲基苯基砜公开了具有高非对映选择性（高达94％de）的对称和不对称的2,2-二氟丙-1,3-二醇的方法。 这种不寻常类型的高非对映选择性通过分子内电荷 - 排斥效应而不是传统的空间控制获得（基于Cram的规则）。 因此，二氟甲基苯基砜可以用作新的二氟亚甲基二氧化物（“ CF2”），其可以偶合两种亲电子（如二苯基二硫化物或不可烯化的 醛），得到新的二氟亚甲基化产物。

公开(公告)号：US20050074398A1

公开(公告)日：2005-04-07

申请号：US10721423

申请日：2003-11-26

Applicant: G.K. Prakash ,  Main Alauddin ,  Jinbo Hu ,  Peter Conti ,  George Olah

Inventor： G.K. Prakash ,  Main Alauddin ,  Jinbo Hu ,  Peter Conti ,  George Olah

IPC: C07C45/51 ,  C07C49/80 ,  C07C49/813 ,  A61K51/00 ,  C07C49/173

CPC classification number: C07C49/813 ,  C07C45/511 ,  C07C49/80

Abstract: The present invention is directed to a convenient method of synthesizing radiolabeled α-trifluoromethyl ketones by a fluorination reaction. The present invention also relates to imaging agents and markers for identifying cell proliferation, or viral infection. The markers and imaging agents including the radiolabeled α-trifluoromethyl ketones that are prepared by the present method.

Abstract translation: 本发明涉及通过氟化反应合成放射性标记的α-三氟甲基酮的方便方法。 本发明还涉及用于鉴定细胞增殖或病毒感染的成像剂和标记物。 标记物和成像剂包括通过本发明方法制备的放射性标记的α-三氟甲基酮。

公开(公告)号：US06803477B2

公开(公告)日：2004-10-12

申请号：US10305025

申请日：2002-11-27

Applicant: G. K. Surya Prakash ,  Jinbo Hu ,  George A. Olah

Inventor： G. K. Surya Prakash ,  Jinbo Hu ,  George A. Olah

IPC: C07F704

CPC classification number: C07F7/0827

Abstract: An efficient method is disclosed for the preparation of trifluoromethyl- and difluoromethylsilanes using magnesium metal mediated reductive tri- and difluoromethylation of chlorosilanes with tri- and difluoromethyl sulfides, sulfoxides, and sulfones. One byproduct of the process is diphenyl disulfide. Since phenyl trifluoromethyl sulfone, sulfoxide and sulfide are readily prepared from readily available trifluoromethane and diphenyl disulfide, the method can be considered “pseudo-catalytic” for the preparation of (trifluoromethyl)trimethylsilane from environmentally benign trifluoromethane.

Abstract translation: 公开了一种使用镁金属介导的氯硅烷与三 - 和二氟甲基硫化物，亚砜和砜的还原性三氟甲基化和二氟甲基化制备三氟甲基 - 和二氟甲基硅烷的有效方法。 该方法的一个副产物是二苯基二硫化物。 由于苯基三氟甲基砜，亚砜和硫化物容易由容易得到的三氟甲烷和二苯基二硫化物制备，所以该方法可以被认为是用于从环境友好的三氟甲烷制备（三氟甲基）三甲基硅烷的“假催化”。